The Long Term Investor
We all need to make smart decisions with our money. The Long Term Investor shows you how to do it. Hosted by the Chief Investment Officer at Plancorp and author of “Making Money Simple,” Peter Lazaroff distills complex financial matters into easily digestible lessons. If you’re ready to get a clear plan for your investments and personal finances, you’re in the right place.
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Before You Add Alternatives: How to Tell if Private Markets Fit Within Your Plan (EP.231)
11/19/2025
Before You Add Alternatives: How to Tell if Private Markets Fit Within Your Plan (EP.231)
Get an inside look at what’s shaping my thinking. Bi-weekly, I share the top 5 investing and financial planning articles I’m reading—straight to your inbox. . ----- In this rebroadcast, Peter sits in the guest chair to explain why he rarely recommends private markets—and the specific situations where they do belong. He lays out a clear filter built around liquidity, purpose, access, and behavior so you can decide whether private investments fit in your plan. Listen now and learn: ► A simple decision framework for alternative investments ► Why Peter is more concerned with implementing a bad idea than missing out on a good one ► What makes venture capital investing hard for most investors ► The implications of more “democratized” alternative investment products Visit for show notes, free resources, and a place to submit questions. Editing and post-production work for this episode was provided by The Podcast Consultant () Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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Year-End Equity Comp Playbook With John Owens (EP.230)
11/12/2025
Year-End Equity Comp Playbook With John Owens (EP.230)
Your finances have layers—investments, taxes, planning for the future. If you want a second set of eyes, Peter opened up a few spots for a quick, no-obligation call. . ----- Equity compensation can turbocharge wealth—and taxes. Brooklyn Fi managing partner John Owens joins Peter to share a clear year-end playbook for RSUs, ISOs/NQSOs, and ESPPs, including how to avoid AMT surprises, right-size withholding, and unwind concentrated stock positions. Listen now and learn: ► A simple order of operations for year-end equity comp decisions ► RSU withholding pitfalls (and how to fix them before April) ► ISO/AMT basics and why late-year exercises can backfire ► How to build a rules-based plan, use 10b5-1 mechanics, and when donor-advised funds make sense Visit for show notes, free resources, and a place to submit questions. (00:00) Introduction (03:15) A hard-won lesson: when AMT grows larger than your stock (and what to do next) (04:21) Don’t start equity planning on December 15 (really) (05:19) First move: build an inventory and triage the quick wins (08:18) AMT 101 for ISO holders: the “parallel” tax you don’t want to pay (10:47) RSUs: why 22% withholding often sets up an April tax bill (12:24) ESPPs: capture the discount, control concentration (14:55) Designing a rules-based sell plan to unwind concentration risk (18:11) The base rates on single stocks: why a diversification plan matters more than a “feel” (20:42) 10b5-1 plans: automate good behavior and expand your ability to sell (23:31) Charitable giving with concentrated stock: donor-advised funds and timing across 2025/2026 (26:11) Family gifting: UTMAs, kiddie tax, step-up in basis, and multi-generational choice (27:28) The year-end document checklist most people miss (29:17) When to hire help (and when not to) (31:19) Biggest year-end mistakes to avoid Editing and post-production work for this episode was provided by The Podcast Consultant () Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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Why Everyone Suddenly Loves Gold (and What Could Go Wrong) (EP.229)
11/05/2025
Why Everyone Suddenly Loves Gold (and What Could Go Wrong) (EP.229)
Want a peek behind the scenes? Get my top 5 must-read financial articles that keep me ahead on innovative planning and investment strategies—exclusive, curated, and straight to your inbox bi-weekly when you . ----- Gold just cleared $4,000 an ounce while stocks hover near highs—a rare split-screen of optimism and caution. In this episode, I break down what’s actually pushing gold up, stress-test its “safe haven” reputation, and evaluate whether it truly protects against inflation. We’ll finish with a simple, rules-based way to decide if gold deserves a small place in a long-term portfolio—or none at all. Key takeaways: ► What’s driving gold now: the role of central-bank buying, macro uncertainty, interest rates, and the dollar. ► Why “safe haven” isn’t a free pass: what history says about mean reversion, drawdowns, and volatility. ► Inflation reality check: how stocks and real estate have delivered positive real returns when inflation is >4%—and why gold hasn’t—plus when TIPS are the right hedge for specific future expenses. ► A practical allocation framework: when 0%, a small sleeve, or a strict 0–5% target makes sense—and how to set rebalancing rules so you can stick with the plan. Visit for show notes, free resources, and a place to submit questions. Editing and post-production work for this episode was provided by The Podcast Consultant () Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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Stop Keeping Score: Power & Fairness With Money Ft. Heather and Doug Boneparth (EP.228)
10/29/2025
Stop Keeping Score: Power & Fairness With Money Ft. Heather and Doug Boneparth (EP.228)
Most financial mistakes happen because people don’t see the full picture. My Net Worth Worksheet helps you track everything in one place—so you stay informed. . ------ Money talks fall apart when couples keep score. In this episode, Heather and Doug Boneparth show how fairness—not 50/50—actually works in real life, and how power shows up through invisible labor, access, and decision rights. You’ll hear practical ways to reset the dynamic so conversations feel collaborative instead of adversarial. Listen now and learn: ► A fairness framework to replace 50/50 splits and tit-for-tat bean counting ► How to surface invisible labor and shift from “tell me what to do” to true task ownership ► The anatomy of a money date (time/place, start with wins, then goals → cash flow → net worth) ► Reconciling different risk appetites by agreeing on shared capacity, timelines, and one step outside each comfort zone Visit for show notes, free resources, and a place to submit questions. (00:00) Introduction (02:45) Fairness vs. Equality in Couples’ Finances (11:24) Resentment Red Flags in Relationships (13:47) Invisible Labor to Task Ownership (18:26) Financial Transparency for Couples (21:49) Money Dates That Don’t Derail (26:48) Different Risk Tolerances in a Relationship (31:00) Co-Authoring Money Together (33:32) Lightning Round for Couples Editing and post-production work for this episode was provided by The Podcast Consultant () Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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Should You Move to Cash When Markets Hit All-Time Highs? (EP.227)
10/22/2025
Should You Move to Cash When Markets Hit All-Time Highs? (EP.227)
Get an inside look at what’s shaping my thinking. Bi-weekly, I share the top 5 investing and financial planning articles I’m reading—straight to your inbox. . ----- Markets have hit record levels dozens of times this year, and the headlines are filled with uncertainty. It’s no wonder investors are asking whether now is the time to take some chips off the table. In this episode, I share what I told USA Today when they asked me the same question — and explain why new highs don’t necessarily mean markets are due for a fall. Listen now and learn: ► Why all-time highs are a normal part of long-term market cycles, not a warning sign. ► The behavioral traps that make investors most tempted to move to cash. ► How today’s earnings growth and fundamentals are supporting market valuations. ► Practical ways to stay disciplined — and invested — when markets feel uncertain. Visit for show notes, free resources, and a place to submit questions. Editing and post-production work for this episode was provided by The Podcast Consultant () Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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From Numbers to Meaning When Building Your Retirement Plan with Carl Richards (EP.226)
10/15/2025
From Numbers to Meaning When Building Your Retirement Plan with Carl Richards (EP.226)
Please rate and review The Long-Term investor in your favorite podcast app. ----- Author and illustrator Carl Richards joins the show to discuss his new book Your Money and the real conversations we should be having about finances. If you’ve ever wondered how to stop worrying about money and start using it intentionally, this conversation will leave you thinking differently about every dollar you spend. Listen now and learn: ► Why most people avoid the money conversations that matter most ► How to align your use of capital with what’s genuinely important to you ► The power of micro actions and why small steps compound into lasting change. ► A simple mindset shift that can transform financial stress into confidence and clarity Visit for show notes, free resources, and a place to submit questions. (02:23) The Conversations We Avoid About Money (04:16) Why Facts Don’t Fix Feelings (06:00) Simplifying on the Far Side of Complexity (10:13) Aligning Your Use of Capital with What’s Important (14:31)Financial Planning Is About Being Less Wrong Tomorrow (18:22) The Illusion of Certainty and the End of History (23:55) The “Presenting Problem” and What Clients Really Value (27:42) How to Start Better Money Conversations at Home (35:36) Micro Actions: Tiny Habits That Compound (38:59) The Worry List: Nothing Is Helped by Worry (41:22) Practicing Gratitude and Redefining “Enough” Editing and post-production work for this episode was provided by The Podcast Consultant () Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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Trapped By Taxes? How 351 Exchanges Let You Diversify Without Selling Your Stock (EP.225)
10/08/2025
Trapped By Taxes? How 351 Exchanges Let You Diversify Without Selling Your Stock (EP.225)
Wondering if you’re making the right financial moves? Let’s build a strategy you can rely on. to get professional guidance. ----- Many investors want to diversify out of a few appreciated stocks but can’t stomach the tax bill that comes with selling. In this episode, Peter Lazaroff explains how Section 351 exchanges give investors a smarter, tax-efficient way to move from concentrated stock positions into diversified ETFs–without triggering immediate capital gains. Listen now and learn: ► What a 351 exchange is and how it works ► Who’s a good candidate–and who isn’t ► Questions to ask an advisor before pursuing one Editing and post-production work for this episode was provided by The Podcast Consultant () Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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Year-End Tax Planning After the OBBBA (EP.224)
10/01/2025
Year-End Tax Planning After the OBBBA (EP.224)
Your finances have layers—investments, taxes, planning for the future. If you want a second set of eyes, Peter opened up a few spots for a quick, no-obligation call. . ----- Tax law shifts can change the best time to recognize income, give to charity, and make big business decisions. This episode unpacks how the “One Big Beautiful Bill Act (OBBBA)” reshapes year-end planning for pre-retirees, equity-comp executives, and business owners—and what still works vs. what to rethink. Listen now and learn: ► How the new charitable-deduction mechanics affect bunching and donor-advised funds ► What the updated SALT landscape means—and when a PTET election may still be worth it ► Where pre-retirees can find Roth-conversion “windows” and how NIIT thresholds influence capital-gain timing ► The big moves for owners and executives—from RSU withholding gaps and ISO/AMT credits to QBI and bonus-depreciation options Visit for show notes, free resources, and a place to submit questions. (03:08) OBBBA: What Actually Changed in 2025 (Rates, Estate & Gift) (05:29) Charitable Giving After OBBBA: 2% AGI Floor + Pease-Style Haircut (What It Means for DAF Timing) (7:42) SALT Deduction: $40k Cap With a Phase-Down for Higher Incomes (Plus PTET Strategy) (9:14) Social Security Isn’t Tax-Free; New Senior Deduction Helps at Lower Incomes (10:11) Timing Still Wins: Why November Is the Last Best Window (and Why 2025 vs. 2026 Is Odd) (12:33) Pre-Retirees: NQDC Spikes, Roth-Conversion Windows, and Capital-Gains/NIIT Coordination (17:31) Equity Compensation: RSU Withholding Gaps, Concentration Risk, and ISO/AMT Credits (21:34) Business Owners: QBI Permanence, 100% Bonus Depreciation, and Smoother Elections (24:15) PTET: Powerful, But Don’t Miss the Payment Deadline (26:05) Often Missed: SEP IRA for Self-Employed Income and Director Fees (27:00) How a Tax-Led Engagement Works (and Why Advisory + Tax Prep Reduces Errors) Editing and post-production work for this episode was provided by The Podcast Consultant () Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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Bond Funds vs Individual Bonds: What’s Best for Your Portfolio? (EP.223)
09/24/2025
Bond Funds vs Individual Bonds: What’s Best for Your Portfolio? (EP.223)
Wondering if you’re making the right financial moves? Let’s build a strategy you can rely on. to get professional guidance. ----- When it comes to bonds, investors often face a tough question: should you own individual bonds or stick with bond funds? In this episode of The Long Term Investor, I break down the trade-offs and explain how bonds really fit into a long-term portfolio. Listen now and learn: ► Why the primary role of bonds is to reduce volatility, not maximize return ► The trade-offs between owning individual bonds vs bond funds ► Why income matters more than price fluctuations for long-term bond returns ► The hidden problems with bond index funds and the case for an active or systematic approach ► How to think about bonds in the context of your overall portfolio strategy Visit for show notes, free resources, and a place to submit questions. Editing and post-production work for this episode was provided by The Podcast Consultant () Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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M&A, Valuations, and the Future of RIAs — A Conversation with Ian Wenik (EP.222)
09/17/2025
M&A, Valuations, and the Future of RIAs — A Conversation with Ian Wenik (EP.222)
Ready to hire an advisor? Whether it’s for retirement planning, proactive tax planning, or navigating complex financial decisions, see how our team at Placorp can help. . ----- What’s it really like to cover the RIA and wealth management industry from the inside? In this episode, I talk with Ian Wenik, Editor at Citywire RIA, about his journey from sports writing to financial journalism, the challenges of running a newsroom, and the trends shaping the future of RIAs. Listen now and learn: ► How Ian went from aspiring sportswriter to covering M&A and valuations in the RIA industry ► What a day in the life of a wealth management journalist actually looks like ► Why private equity, consolidation, and IPOs are reshaping the advisory landscape ► Red flags to watch for when consuming financial news — and how to spot AI-generated “slop” Visit for show notes, free resources, and a place to submit questions. [02:30] From sports writing to covering RIAs [05:39] First impressions of wealth management [06:44] Running the newsroom at Citywire [08:09] Balancing breaking news and investigative features [09:47] How Citywire finds and protects sources [12:10] The evolution of RIAs since 2018 [13:51] The future of M&A and RIA valuations [22:27] What content resonates most with advisors [26:40] Where wealth management journalism is headed [30:04] How to read financial news critically Editing and post-production work for this episode was provided by The Podcast Consultant () Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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Muni Bonds Explained: How To Incorporate Tax-Free Income With Investing For Retirement (EP.221)
09/10/2025
Muni Bonds Explained: How To Incorporate Tax-Free Income With Investing For Retirement (EP.221)
Municipal bonds can be a powerful tool for high-income investors, but only when used thoughtfully. In this episode, I explain how to evaluate muni bonds with tax-equivalent yield, the difference between general obligation and revenue bonds, and why I avoid state-specific and high-yield issues. I also share Plancorp’s implementation approach and give a market outlook on why munis remain attractive for retirement portfolios today. Listen now and learn: ► How to tell if municipal bonds make sense for your portfolio ► The key differences between types of muni bonds and what those differences mean for long-term investors ► Why not all muni strategies are created equal—and the hidden risks to watch out for. ► How to think about munis in today’s market environment and why their role extends beyond just tax-free income. Visit for show notes, free resources, and a place to submit questions. Editing and post-production work for this episode was provided by The Podcast Consultant () Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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Can AI Keep Driving the Stock Market Higher? Callie Cox Explains (EP.220)
09/03/2025
Can AI Keep Driving the Stock Market Higher? Callie Cox Explains (EP.220)
Get updates for my new book: ----- AI has fueled massive gains for Big Tech, but can one sector really carry the market forever? In this episode, I’m joined by Callie Cox, Chief Market Strategist at Ritholtz Wealth Management, to explore the tension between Wall Street’s AI-fueled optimism and the realities of a slowing economy. We discuss what history teaches us about dominant companies, how to spot the difference between hype and durable innovation, and what long-term investors should really be watching. Listen now and learn: ► Why “the stock market is not the economy” — and why that matters in today’s AI-driven rally. ► How concentrated earnings growth in tech creates both opportunity and risk. ► What history (GE, dot-coms) tells us about the limits of dominant companies. ► Which sectors beyond Big Tech could quietly benefit from AI adoption. Visit for show notes, free resources, and a place to submit questions. (02:22) AI optimism vs. a shaky economic backdrop (05:59) Can tech alone carry market earnings growth? (09:37) Dreaming vs. reality in AI investing (15:36) Lessons from GE and what they mean for Big Tech (19:29) Who really benefits from AI adoption? (21:53) The risks of concentration in the Magnificent 7 (24:51) Balancing story vs. evidence as a long-term investor (29:15) Early signs of real AI adoption and productivity gains (32:04) Everyday use cases of AI in real life Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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Mutual Funds vs ETFs vs SMAs: Which is the Best For You? (EP.219)
08/27/2025
Mutual Funds vs ETFs vs SMAs: Which is the Best For You? (EP.219)
Check out the best podcast show notes on the internet at ----- Mutual funds, ETFs, and SMAs all give you access to the market — but the way they handle taxes, costs, and control can lead to very different outcomes. In this episode, I break down how each vehicle works, where it shines, and when it falls short. If you’ve ever wondered which is best for your portfolio, this is the episode you’ll want to hear. Listen now and learn: ► Why mutual funds can leave you paying for other investors’ decisions — and how ETFs and SMAs solve that problem. ► The key differences between mutual funds, ETFs, and SMAs in terms of tax efficiency, cost, and customization. ► When an SMA makes sense (and when it doesn’t) — including how tax-loss harvesting at the stock level creates “tax alpha.” ► The future of investing vehicles: why ETFs dominate flows, how SMAs are growing, and why mutual funds still matter in retirement plans. Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com). Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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How Evidence-Based Advice Adds Up to 3% In Net Returns With Fran Kinniry (EP.218)
08/20/2025
How Evidence-Based Advice Adds Up to 3% In Net Returns With Fran Kinniry (EP.218)
Not all financial advisors are created equal. Before you hire one, make sure you’re asking the right questions. Use my structured interview worksheet to compare advisors and avoid costly mistakes. . Vanguard’s Advisor’s Alpha framework just turned 25—and few people know its impact better than Fran Kinniry, the study’s original architect. In this episode, we explore how Advisor’s Alpha reshaped the value of financial advice, why its lessons are more relevant than ever, and what it means for investors today. Listen now and learn: ► The hidden costs that quietly erode portfolio returns ► Why after-tax wealth matters more than pre-tax gains ► How advisors act as “behavioral circuit breakers” in volatile markets ► The overlooked complexity of turning a portfolio into retirement income Visit for show notes, free resources, and a place to submit questions. (02:30) The Origins of Advisor’s Alpha (05:00) Three Transformative Shifts in Financial Advice (15:00) Investment Selection and Market Cap Awareness (22:00) The Complexity of Retirement Income Planning (26:00) Total Return vs. Income-Only Investing (29:00) Why Professional Financial Advice Still Matters (33:00) Closing Thoughts Editing and post-production work for this episode was provided by The Podcast Consultant () Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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Reset Your Portfolio Expectations (Before It’s Too Late) (EP.217)
08/13/2025
Reset Your Portfolio Expectations (Before It’s Too Late) (EP.217)
Get updates for my new book: ----- Recently, I joined Jesse Cramer on The Best Interest Podcast for a conversation on volatility, investor behavior, and how to avoid overreacting to headlines. We unpack why market noise can distort long-term plans and what to do when your risk tolerance feels misaligned with your portfolio. Listen now to learn: ► Why volatility is a feature—not a bug—of long-term investing ► What to do if market drops reveal your portfolio isn’t right for you ► How global diversification helps even when it feels like a drag ► How narratives—not just numbers—drive poor investing decisions Visit for show notes, free resources, and a place to submit questions. Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures . Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
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The Power of Humility in Investing with Dan Rasmussen (EP.216)
08/06/2025
The Power of Humility in Investing with Dan Rasmussen (EP.216)
Get updates for my new book: ----- Dan Rasmussen, author of The Humble Investor, joins me to unpack the overlooked superpower of humility in investing. We discuss why market forecasts often go wrong, how overconfidence fuels financial mistakes, and where conventional wisdom can lead investors astray. Dan also reveals the hidden risks in popular private market strategies. Listen now and learn: ► Why humility can help investors navigate market volatility. ► The misunderstood truth behind value investing. ► The risks investors overlook in emerging markets. ► What most people get wrong about private equity and private credit. Visit for show notes, free resources, and a place to submit questions. (02:46) Why We Misread the Future: Forecasting, Volatility, and the Illusion of Precision (09:06) How Humility Improves Investment Models and Decision-Making (13:39) The Real Reason Value Investing Works—And When It Doesn’t (19:25) Why Value Investing Struggled in the U.S. But Not Abroad (24:29) The Case for Geographic Diversification and Caution on Emerging Markets (30:46) The Risks of Overallocating to Private Equity (36:14) The Danger Behind Private Credit’s Appeal Editing and post-production work for this episode was provided by The Podcast Consultant () ----- Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures . Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
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Why Tax Benefits Shouldn’t Drive Your Investment Decisions with Adam Cmejla (EP.215)
07/30/2025
Why Tax Benefits Shouldn’t Drive Your Investment Decisions with Adam Cmejla (EP.215)
See exactly how I invest my own money. I break down my asset allocation, cash reserves, and why I keep my portfolio simple. . ----- I recently joined the 20/20 Money podcast to explore Opportunity Zones—investment vehicles known for their attractive tax benefits, but often misunderstood risks. As we dissect several real-world scenarios, I share a concept from my upcoming book, The Perfect Portfolio, that offers listeners a practical tool to evaluate any tax-driven investment decision. Listen now to learn: ► How Opportunity Zones work—and why their tax benefits come with high risk ► Why implementing a bad investment idea is often worse than missing out on a good one ► A practical example illustrating when a tax-driven investment opportunity makes sense (and when it doesn’t) ► A sneak preview of a key decision-making concept from The Perfect Portfolio Visit for show notes, free resources, and a place to submit questions. Editing and post-production work for this episode was provided by The Podcast Consultant () ----- Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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The Wealth Ladder: How Income, Spending, and Happiness Are Connected With Nick Maggiulli (EP.214)
07/23/2025
The Wealth Ladder: How Income, Spending, and Happiness Are Connected With Nick Maggiulli (EP.214)
Most financial mistakes happen because people don’t see the full picture. My Net Worth Worksheet helps you track everything in one place—so you stay informed. . ----- In this episode, Nick Maggiulli, author of the acclaimed finance blog Of Dollars and Data, joins me to unpack his groundbreaking new book, The Wealth Ladder. We dive into fresh insights on how your financial strategy should evolve as you climb from one wealth level to the next. Nick reveals eye-opening rules and practical frameworks to help you spend, save, and invest smarter, no matter your current financial position. Listen now and learn: ► A powerful, easy-to-apply rule that can simplify everyday spending decisions. ► How to clearly identify your current wealth level—and what actions might help you reach the next one. ► Surprising data insights about asset allocation at different stages of wealth. ► Why income, rather than budgeting alone, can be the most influential driver of financial progress. Visit for show notes, free resources, and a place to submit questions. (02:00) Understanding the Wealth Ladder and Its Origin (04:21) Introducing the 0.01% Rule: A Game-Changer for Spending Decisions (06:14) Explaining the Six Levels of the Wealth Ladder (11:30) Considering Liquid vs. Total Net Worth for Practical Spending (13:13) Why Focusing on Income is Crucial in Personal Finance (17:19) Insights from the Financial Makeup of Different Wealth Levels (21:01) What Actually Helps Climb the Wealth Ladder (24:03) The Relationship Between Money and Happiness Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures . Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
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Why Is the U.S. Dollar Declining—and What Does It Mean for Investors? (EP.213)
07/16/2025
Why Is the U.S. Dollar Declining—and What Does It Mean for Investors? (EP.213)
----- In this episode, we explore one of 2025’s most surprising financial trends: the significant decline of the U.S. dollar and the remarkable outperformance of international equities. Join host Peter Lazaroff as he breaks down exactly why the dollar weakened, how currency fluctuations directly impact your investment returns, and what this means for your long-term investment strategy. Listen now and learn: ►Understand how currency movements impact your portfolio ► Learn why analyst predictions about the dollar missed the mark ► Discover the economic trends influencing currency values in 2025 ► Identify opportunities to diversify your investment portfolio Visit for show notes, free resources, and a place to submit questions. Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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2025 Midyear Market Update: Navigating Volatility, Tariffs, and Global Opportunities (EP.212)
07/09/2025
2025 Midyear Market Update: Navigating Volatility, Tariffs, and Global Opportunities (EP.212)
Access my recorded quarterly webinar by . Get an inside look at what’s shaping my thinking, plus see what I’ve been reading about investing and financial planning. ----- In this midyear update, Peter reviews the key trends shaping markets, politics, and the global economy in 2025. He covers market volatility sparked by tariff announcements, explains why international stocks are leading the charge this year, and provides a deep dive into opportunities within corporate and municipal bond markets. Listen to learn: ► Why U.S. markets experienced dramatic swings—and what it means for investors. ► How international diversification has benefited portfolios in 2025. ► Key insights into corporate and municipal bonds in a shifting economic landscape. ► Actionable takeaways to help you stay disciplined and focused on your long-term investment plan. Tune in to better understand the forces influencing your investments and how to confidently navigate the second half of 2025. Visit for show notes, free resources, and a place to submit questions. Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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5 Investing Lessons Hidden In Market History (EP.211)
07/02/2025
5 Investing Lessons Hidden In Market History (EP.211)
Help vote on book cover concepts, sign up now: ----- What can the past teach us about today’s ever-changing, volatile market? In this episode, Peter shares five timeless investing lessons drawn from market history—insights that are just as relevant today as ever. Adapted from a chapter in his upcoming book, The Perfect Portfolio, these lessons offer a clear, grounded perspective to help investors navigate uncertainty with greater confidence. Listen now and learn: ► Why market cycles of boom and bust repeat (and how to recognize them) ► What history teaches us about chasing overpriced assets ► Why short-term volatility is the cost of long-term growth Visit for show notes, free resources, and a place to submit questions. ----- Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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How Not to Invest: Avoiding Common Mistakes and Dangerous Financial Advice with Barry Ritholtz (EP.210)
06/25/2025
How Not to Invest: Avoiding Common Mistakes and Dangerous Financial Advice with Barry Ritholtz (EP.210)
Get updates for my new book: In this engaging episode, Barry Ritholtz—author of the influential Big Picture blog, host of the renowned Masters in Business podcast, and author of the new book How Not to Invest—shares invaluable insights into making smarter investment decisions. Barry challenges common financial myths, explores why we’re drawn to faulty financial forecasts, and highlights red flags in popular financial advice. Listen now and learn: ► The pitfalls of relying on financial predictions and forecasts. ► How sensational headlines distort investor perceptions ► The importance of humility and skepticism in interpreting advice from financial celebrities and billionaires ► Practical strategies for identifying and mitigating emotional behavioral biases in investing Don’t miss Barry’s engaging anecdotes and actionable advice designed to help you avoid common investing pitfalls. Detailed show notes and resources are available at . (02:50) Developing an Investment Philosophy (04:40) Why We Gravitate Towards Financial Predictions (10:15) Warning Signs of Harmful Financial Advice (13:00) Interpreting Advice from Billionaires (18:30) The Power of Saying “I Don’t Know” (24:45) Inversion as an Investment Strategy (28:50) Practical Ways to Control Emotional Investing (35:40) Denominator Blindness in Investing (41:30) When to Seek Professional Advice Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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Announcing My New Book: The Perfect Portfolio (EP.209)
06/18/2025
Announcing My New Book: The Perfect Portfolio (EP.209)
Get updates for my new book: ----- Is there such a thing as a perfect portfolio? In this short solo episode, Peter Lazaroff shares exciting news—his next book, The Perfect Portfolio, is coming in late 2026. Peter offers a behind-the-scenes look at what inspired the book, how it builds on timeless investing lessons, and why it’s designed to help you build a strategy you can actually stick with. Get early access to exclusive content, excerpts, and updates at Visit for show notes, free resources, and a place to submit questions. Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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Lessons on Investing, Market Crises, and the Power of Staying Calm With CNBC’s Bob Pisani (EP.208)
06/11/2025
Lessons on Investing, Market Crises, and the Power of Staying Calm With CNBC’s Bob Pisani (EP.208)
----- CNBC’s Senior Markets Correspondent Bob Pisani has spent over 25 years reporting from the New York Stock Exchange floor. In this episode, Bob shares vivid stories from the heart of Wall Street, key lessons learned from decades of covering financial markets, and timeless advice for long-term investors. Listen now and learn: ► How electronic trading and ETFs revolutionized investing ► Why most investors struggle with forecasting markets accurately ► Bob’s firsthand experiences from major market crises, including 9.11 and the 2008 crash ► Essential tips for staying cal, during periods of market volatility This insightful conversation offers valuable perspectives for investors of all experience levels. Visit for show notes, free resources, and a place to submit questions. [02:45] How Electronic Trading and ETFs Transformed Investing [05:56] Why the Complexity of Markets Remains Behind the Curtain [07:30] Common Investor Mistakes and the Challenges of Predicting Markets [14:36] Navigating Headlines and Staying Calm During Market Volatility [17:19] Reflections from Major Market Crises: Dot-Com, 9/11, and 2008 [26:29] Storytelling, Communication, and Memorable Interactions on Wall Street [35:35] The Ongoing Importance of Curiosity and Investor Education Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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TACO Investing: Navigating Market Volatility in the Age of Policy Whiplash (EP.207)
06/04/2025
TACO Investing: Navigating Market Volatility in the Age of Policy Whiplash (EP.207)
----- Welcome to the world of TACO investing—where “Trump Always Chickens Out”—a phrase capturing the volatile cycle of aggressive policy threats followed by sudden reversals. In this episode, we’ll use the TACO phenomenon as a lens to explore how investors can better understand and navigate short-term market swings caused by political news. Listen now and learn: ► Why markets often overreact to political headlines. ► The critical distinction between the economy and the stock market. ► How to maintain a disciplined, long-term investing mindset amid policy volatility. ► Key strategies that successful investors use to manage short-term uncertainty. Visit for show notes, free resources, and a place to submit questions. Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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Redefining Behavioral Finance for the Modern Investor with Brian Portnoy (EP.206)
05/28/2025
Redefining Behavioral Finance for the Modern Investor with Brian Portnoy (EP.206)
Sign up for updates and exclusive offers related to Peter’s new book, The Perfect Portfolio, by visiting ----- Recorded in front of an audience at the CFA Institute’s global conference (CFA Live), I’m joined by behavioral finance expert Brian Portnoy to dive deep into Behavioral Finance 2.0. This conversation goes well beyond the basic definitions of Behavioral Finance 1.0, letting storytelling, empathy, and emotional intelligence take center stage in helping people live more meaningful financial lives. Whether you’re an advisor, investor, or simply curious about the psychology of money, this conversation offers a fresh and thought-provoking perspective on what it truly means to build wealth wisely. Listen now and learn: ► Why classical behavioral finance may be too narrow—and what’s replacing it ► A powerful five-step framework for guiding clients through market stress ► How storytelling can transform financial advice into something truly personal ► What the rise of AI means for the future of human-centered advising Visit for show notes, free resources, and a place to submit questions. (07:28) Navigating Today's Investor Mindset: Uncertainty and Storytelling (12:36) Beyond Behavioral Finance 1.0: Moving from Flaws to Flourishing (19:49) The Power of Asking Better Questions in Financial Advising (28:50) Using the LASER Protocol for Client Conversations During Volatility (42:30) Practical Applications: Storytelling in Financial Advice (47:57) How Behavioral Insights Improve Investment Decisions ----- Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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I’m Close to Retirement and the Market is Crazy…Now What? (EP.205)
05/21/2025
I’m Close to Retirement and the Market is Crazy…Now What? (EP.205)
Get an inside look at what’s shaping my thinking. Bi-weekly, I share the top 5 investing and financial planning articles I’m reading—straight to your inbox. . ----- Approaching retirement when markets are turbulent can make even seasoned investors anxious. In this episode, you’ll learn practical strategies for navigating uncertainty, ensuring your retirement stays on track. Listen now and learn: ► How your portfolio differs from the broader market—and why it matters. ► A common retirement mistake to avoid during periods of volatility. ► Why your investment strategy should evolve as you transition from accumulation to retirement. ► The overlooked value of professional guidance when managing retirement withdrawals. Visit for show notes, free resources, and a place to submit questions. ----- Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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Financial History’s Biggest Lessons and How Past Crashes Can Guide Your Investing with Mark Higgins (EP.204)
05/14/2025
Financial History’s Biggest Lessons and How Past Crashes Can Guide Your Investing with Mark Higgins (EP.204)
Big financial decisions ahead? Whether it’s retirement, a career change, or navigating complex investments, get expert guidance in a quick, no-pressure call. . ----- In this episode, Mark Higgins, author of Investing in U.S. Financial History, reveals how understanding historical market crashes and human behavior can provide investors a powerful advantage. Discover why financial history is more than just fascinating stories—it’s a blueprint for smarter investing. Listen and learn: ► The surprising ways historical market crashes mirror today’s economic climate ► Why understanding investor psychology from past crises can protect your portfolio ► How politics and inflation have historically influenced market behavior ► Key lessons from history that help investors avoid common emotional pitfalls Tune in to learn how the past can help prepare your investments for the future. Visit for show notes, free resources, and a place to submit questions. (00:00) Introduction (02:00) Why Human Behavior and Financial History Are Inseparable Guides for Investors (09:24) The Interplay of Politics, Inflation, and Investor Behavior (13:17) Stocks, Alternatives, and the Power of Simplicity (16:51) Herd Behavior and Misunderstood Market Crises (21:01) Building a Resilient Long-Term Portfolio (28:12) Truly Unprecedented: Today’s Fiscal Picture (29:23) Connect with Mark Higgins Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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Income vs. Total Return: Which Strategy Builds A More Reliable Retirement? (EP.203)
05/07/2025
Income vs. Total Return: Which Strategy Builds A More Reliable Retirement? (EP.203)
Where is your money really going? Most people are surprised when they track it. Use my Cash Flow worksheet to see exactly where your money is going—and how to make it work for you. . ----- Which approach is better: income-focused or total return investing? Many investors believe they should live off the income their portfolio generates—and never touch the principal. It feels responsible. Conservative. Safe. But in this episode, I explain why that mindset often leads to worse outcomes. Listen now and learn: ► Why relying only on dividends and interest can increase your risk ► How a total return strategy offers greater flexibility and sustainability ► What behavioral traps drive the income-only approach ► Research-backed reasons to shift your retirement spending strategy Visit for show notes, free resources, and a place to submit questions. Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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Are Private Markets Worth It? Vanguard’s Fran Kinniry on Risks, Rewards, and Realities (EP.202)
04/30/2025
Are Private Markets Worth It? Vanguard’s Fran Kinniry on Risks, Rewards, and Realities (EP.202)
Get an inside look at what’s shaping my thinking. Bi-weekly, I share the top 5 investing and financial planning articles I’m reading—straight to your inbox. . ----- Private equity and private credit are booming—but should they have a place in your portfolio? Vanguard’s Fran Kinniry joins Peter Lazaroff to break down the real opportunities, the hidden risks, and the essential considerations for investing in private markets. Listen now and learn: ► Why companies are staying private longer—and how that changes public markets ► What investors need to understand about the illiquidity premium ► Why access and manager selection are critical to private investment success ► How private equity and private credit could (or could not) fit into your retirement strategy Fran also shares his perspective on whether private assets might someday appear in 401(k) target-date funds—and what that could mean for the future of investing. Show notes and links available at . (00:00) Introduction to Smart Investing (02:03) The Value of Private Investments (04:30) Understanding Illiquidity Premium (06:29) The Importance of Manager Selection (09:39) Risks of Democratizing Private Equity (11:39) The Rise of Private Credit (14:18) Portfolio Construction Challenges (16:18) Current Income vs. Diversification (18:07) Allocating to Private Markets (20:34) Accessing Private Investments (22:11) Questions for Advisors (24:03) The Future of Private Assets in Retirement Accounts (28:45) Incremental Benefits of Private Assets Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures .
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