Money Tree Investing
Get new ideas every week from Money Tree Investing Podcast! Come find out why our smart listeners love us. We find the top minds of investing and personal finance to join us on our show. Our guests and panelists talk about investing and personal finance ideas like how to find great investment ideas, building passive income, investing in real estate, financial independence, alternative investments, personal finance, money management, retirement, and finding new investment trends that are not yet mainstream.
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Investing in Legacy Businesses Beats Chasing Tech Trends with Travis Jamison
09/12/2025
Investing in Legacy Businesses Beats Chasing Tech Trends with Travis Jamison
Today's Panelists: Kirk Chisholm | Douglas Heagren | Diana Perkins | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: Travis Jamison shares his journey from serial entrepreneur to full-time investing in legacy businesses, explaining that while tech is great for building, it’s risky for investing. He allocates capital into small, decades-old businesses via search funds, independent sponsors, and roll-ups, aiming for diversification, steady cash flow, and multiple expansion. Travis views AI less as a direct investment opportunity and more as a tool for operating businesses that are resilient to technological change. AI’s rapid evolution makes predicting its exact impact nearly impossible, so investors should approach private businesses with careful bet sizing, strong due diligence, and awareness of risks. We discuss...
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You Are Probably Missing The Biggest Bull Market Right Now… Here is How You Play It
09/10/2025
You Are Probably Missing The Biggest Bull Market Right Now… Here is How You Play It
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Living and Investing Overseas with Global Real Estate
09/05/2025
Living and Investing Overseas with Global Real Estate
Kathleen Peddicord shares her experience living investing overseas. Her journey took her from publishing to becoming an authority on global real estate investing. She discusses why she prefers real estate over stocks while also outlining challenges such as lack of MLS systems, legal complexities, and cultural differences. Kathleen explained how to evaluate markets, avoid overpaying, plan exit strategies, and select properties with unique value rather than cookie-cutter developments. She stressed the importance of freehold title, sound property rights, and turnkey management solutions, while also addressing issues of safety, infrastructure, and research hurdles in foreign markets. We discuss... Kathleen Peddicord began her career in publishing with Agora but developed lifelong interests in global diversification and real estate investing. She prefers real estate over stocks because it offers stability, control, personal use, and both cash flow and appreciation potential. International real estate yields vary widely, with Panama highlighted as a safe haven market where she has achieved strong rental returns. A major challenge abroad is the lack of MLS systems, requiring investors to do extensive legwork to determine fair property values. Ensuring freehold title is essential to avoid risks of losing property to unclear or cooperative land ownership structures. Investors should plan their exit strategy before buying and avoid cookie-cutter developments that force competition solely on price. Properties with unique features, amenities, or historical value are better positioned to hold and increase resale value. Turnkey solutions with property and rental management are crucial for those who don’t live locally. Legal systems, language barriers, and cultural differences add complexity compared to U.S. real estate. Safety perceptions are relative, and many international markets can feel safer than U.S. cities depending on the context. Choosing a country to invest in requires matching personal goals, budget, and lifestyle priorities to the market options. Visiting potential markets in person is essential, as spreadsheets and research alone can’t capture whether a location will feel right. Success stories, like a couple thriving in Portugal, show the upside of international moves, while failures, like an unhappy relocation to Belize, highlight the importance of fit and flexibility. Small surprises—such as homes without hot water—illustrate the cultural adjustments investors must be prepared for. Today's Panelists: Kirk Chisholm | Phil Weiss | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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Wall Street Is Selling Beer, Beaches, and Barbecue… Here’s How You Can Invest
09/03/2025
Wall Street Is Selling Beer, Beaches, and Barbecue… Here’s How You Can Invest
Wall Street is selling beer, beaches, and barbecue. Want to invest? We also dove into the concerns about the reliability of government data. Investors should focus less on headline data and more on long-term directional trends, since recessions matter less to portfolios than actual corporate performance. We also talk labor markets, employment revisions, and rate-cut predictions, highlighting inconsistencies and the limited value of forecasts. Debt structures like extended auto loans and creative mortgages stress the importance of cash flow flexibility and smart loan structuring rather than simply chasing the lowest rate. Kirk also shares his experience getting an offer accepted on a home during a time of market peaks. We discuss... Corporate earnings compared to government data; how companies manage expectations to appear consistently successful. Investors should focus on long-term directional trends rather than short-term or inaccurate data points. Whether recessions truly matter for investors compared to corporate earnings growth. Labor market data showed employment revisions and a slowdown in job gains, raising concerns about real job strength. Predictions of interest rate cuts are inconsistent and unreliable. Consumer behavior trends, including retail and food service spending, suggested tightening conditions. Rising delinquency rates in student loans and credit cards signaled growing consumer financial strain. Mortgages and auto loans showed fewer delinquencies since they are collateralized and prioritized by borrowers. There is importance in structuring debt with maximum flexibility and focusing on cash flow management. A home should be viewed as a personal expense rather than an investment. Housing markets are peaking in many areas, with Massachusetts showing declining rents and prices. Mortgage strategies discussed include recasting loans and making lump-sum payments to reduce monthly payments or shorten maturity. Using a home equity line of credit strategically can accelerate mortgage payoff and improve cash flow. Globally, fertility rates in developed countries are below replacement level, indicating shrinking populations. Growth in population is concentrated in parts of Africa, South America, and select Asian regions. Macro trends impacting markets include protectionism, geopolitical tensions, and reserve currency diversification. Policy rewrites under Trump are shaking up traditional approaches, sometimes positively by encouraging change. Many U.S. housing markets are seeing declining sales as buyers and sellers are unwilling to compromise. Tariffs, especially on metals, could spike short-term costs across industries but are expected to normalize over the long term. Unexpected macroeconomic events, such as new technologies or policy changes, can disrupt markets before adjustments occur. Today's Panelists: Kirk Chisholm | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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The Risks and Rewards of Investing in Fine Art
08/29/2025
The Risks and Rewards of Investing in Fine Art
Philip Hoffman is here to share his journey from CPA to investing in fine art. He founded The Fine Art Group, where he advises wealthy families on art investing, valuations, lending, and education. He outlines the global art market as a $60 billion industry with only $6–10 billion considered truly investable, highlights the risks and pitfalls of treating art as an asset class without expert guidance, and shares cautionary tales of investors losing millions by buying discounted works without due diligence, contrasted with success stories where expertise and timing led to strong returns. We discuss... Phil Weiss | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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Government Data Is Fake… Here Is the Solution
08/27/2025
Government Data Is Fake… Here Is the Solution
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Private Market Investing vs. Public Markets: Where the Real Opportunities Lie
08/22/2025
Private Market Investing vs. Public Markets: Where the Real Opportunities Lie
Mark Flickinger shares his journey from engineering and building small businesses to working in private market investing at BIP Capital, where he helps both entrepreneurs and high-net-worth investors achieve their goals. He explains that private markets have grown as many high-quality companies remain private longer, creating opportunities for alpha that are less available in public markets, especially as IPO thresholds have risen. Flickinger highlights trends in alternatives, noting that while AI attracts attention, compelling private businesses can now be accessed at lower entry costs. We discuss... Barbara Friedberg | Diana Perkins | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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Looks Like the Market is Going on Vacation… Me Too
08/20/2025
Looks Like the Market is Going on Vacation… Me Too
It looks like the market is going on vacation! Well I am too. Today we talk everything from vacation plans to shifting markets. We also cover recent crypto volatility, the resilience of Bitcoin, and concerns over MicroStrategy’s stock dilution strategy, framing dips as potential buying opportunities within broader trends. We chat on quirky social trends in China, like “pretend to work” jobs for unemployed youth, and highlight Ray Dalio’s view that real estate is a poor investment in today’s environment with recent price drops accorss the U.S. Today we discuss... Douglas Heagren | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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The Singularity Paradox with Anders Indset
08/15/2025
The Singularity Paradox with Anders Indset
Anders Inset is here to share on this new work The Singularity Paradox. He shares his journey from capitalist and athlete to author and shares the concept of the technological singularity and the associated risks of creating godlike, self-improving machines without fully understanding their implications. He argues for developing “artificially human intelligence” rooted in human biology to preserve humanity in the face of exponential technological growth. The discussion covers the profound transformations such advancements could bring, from curing diseases and achieving abundant energy to redefining economics, ethics, and human purpose, while warning about dangers like hyper-efficiency, mass unemployment, wealth inequality, and societal instability. We discuss... Barbara Friedberg | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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Is Private Equity Destroying Your Favorite Consumer Products?
08/13/2025
Is Private Equity Destroying Your Favorite Consumer Products?
Douglas Heagren | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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Investing in Comic Books with Vincent Zurzolo
08/08/2025
Investing in Comic Books with Vincent Zurzolo
Vincent Zurzolo shares his journey in investing in comic books. Vincent shares his lifelong passion for comics, which he turned into a successful business that has sold some of the most expensive comic books in history, including multiple million-dollar issues. We discuss how comic books have evolved from casual childhood reads to serious investments, and how third-party grading and online auctions have expanded the market. He emphasizes that comics—whether for fun, art, or investment—are still thriving. We discuss... Vincent Zurzolo is the president and co-owner of Metropolis Collectibles and ComicConnect.com, leading companies in the vintage comic book market. He began collecting and selling comics at 15 and turned his passion into a multimillion-dollar business. His companies have sold some of the most expensive comics in history, including several copies of Action Comics #1 and Amazing Fantasy #15. Third-party grading, pioneered by his team, has made comics more accessible and investable for collectors worldwide. ComicConnect hosts regular online auctions featuring vintage comics, original comic art, and rare collectibles. Digital platforms like VeVe are changing how comics are collected, using NFT-like tokens to sell limited digital editions. The global comic market is expanding, with increasing interest in foreign editions and international collectors. Manga has become the most popular comic format globally, embraced by fans across cultures and countries. Original comic art—drawings used to create comic book pages—is a growing collectible category with high demand. People collect comics and art in creative ways, from themes like holidays and sports to specific characters or artists. Graphic novels, while popular and accessible, generally don’t carry the same investment value as vintage comics. The comic book market offers entry points for all budgets, from dollar-bin finds to million-dollar grails. Zurzolo sees comic books as a major American art form that teaches vocabulary, inspires careers, and sparks imagination. He believes comic book movies will continue to thrive, despite variability in quality like any genre. He encourages people to read comics not just for collecting, but for joy, creativity, and escapism. For more information, visit the show notes at Today's Panelists: Kirk Chisholm | Barbara Friedberg | Phil Weiss | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X:
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My Housing Debacle – What Not To Do When Buying A House
08/06/2025
My Housing Debacle – What Not To Do When Buying A House
Here's what not to do when buying a house! Today we explore my experience with buying a home. We also talk about what it means to be "anti-fragile" in markets that look stable but are actually full of hidden risks. We unpack why markets feel eerily calm despite cracks under the surface, point to red flags like rising margin debt and overvalued equities, and question the rosy government data that doesn’t match what businesses are actually seeing. We also touch on the Fed’s latest rate hold, the performative nature of their messaging, and why Japan might be the next weak link in the global system. We discuss... We talk about how fragile markets can appear strong but collapse under pressure, while anti-fragile strategies are built to withstand shocks. There’s growing skepticism around official data on inflation, unemployment, and job growth, which often don’t match real-world experiences. We flag early warning signs like record-high margin debt and stretched market valuations that suggest hidden fragility. The Buffett Indicator is flashing red, pointing to historically high levels of overvaluation. We discuss how investors often chase all-time highs without considering the risks beneath the surface. The Fed paused interest rate hikes again, but its messaging feels more performative than predictive. Government job growth is outpacing private sector job growth, raising questions about the true health of the economy. Markets are euphoric about all-time highs, but this sentiment overlooks growing risks and valuation distortions. There’s a widespread misunderstanding of the difference between correlation and causation in market data and recessions. Long-term market growth trends can be distorted by short-term performance comparisons, leading to misleading “chart crimes.” Used car prices remain high, partly due to ongoing shortages and strong demand, especially for 2–3-year-old vehicles. Housing affordability has worsened dramatically, with mortgage costs far outpacing rent, making ownership financially unappealing. Personal experience with deceptive sellers reflects broader issues in the housing market’s transparency and ethics. As interest rates fall, more inventory may hit the housing market, but price drops are likely in many regions. Homeownership is a personal expense, not an investment, due to ongoing maintenance, taxes, and volatility. Homeownership comes with hidden costs and liabilities that are often underestimated by buyers. The financial burden of owning—repairs, maintenance, interest—can reduce or erase the perceived gains over time. Today's Panelists: Kirk Chisholm | Douglas Heagren | Follow on Facebook: For more information, visit the show notes at Follow LinkedIn: Follow on Twitter/X:
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Taming Your Money Monster with Doug Lynam
08/01/2025
Taming Your Money Monster with Doug Lynam
Doug Lynam is here today to share about his new book, Taming Your Money Monster. Doug shares his unconventional life journey from a Marine Corps officer to a Benedictine monk for 20 years, where he confronted the inescapability of money even in a monastery and how he later transitioned to become a professional money manager focused on teaching healthier, ethical relationships with money. He discusses how people develop "money monsters"—unhealthy money habits tied to psychological attachment styles. He stresses that while thriftiness is valuable, it should not come at the cost of compassion or love. We discuss... Barbara Friedberg | Douglas Heagren | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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Crypto Bonanza… The King Is Dead… Long Live the King
07/30/2025
Crypto Bonanza… The King Is Dead… Long Live the King
Douglas Heagren | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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Advanced Strategies To Slash The Cost Of College
07/25/2025
Advanced Strategies To Slash The Cost Of College
Shaan Patel is here to discuss how you can slash the cost of college through some more advanced strategies. We also discuss major education changes packed into the “Big Beautiful Bill,” starting with the introduction of new Trump Accounts—a kind of IRA for minors with no deductions and withdrawal restrictions until age 18. We cover expanded uses for 529 plans, including tutoring, test prep, homeschool materials, and more. Repayment options are narrowed down to just two, and several popular income-driven plans are scrapped. We also talk about how Pell Grants are being expanded for short-term workforce programs and the future of the Department of Education as it sees deep funding cuts—all pointing to less federal support, more private lending, and a growing need for serious college planning. We discuss... Barbara Friedberg | Diana Perkins | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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Kirk Changes His Tune on Housing
07/23/2025
Kirk Changes His Tune on Housing
Kirk changes his tune on housing as he moves towards purchasing a new home. Today we explore how homeownership is often more of an emotional choice than a smart financial investment, with many people misunderstanding the real cost compared to renting. We talk about the burden of property taxes, why paying off a mortgage early might not always make financial sense, and the social pressures around owning a home. We shift gears to a surprising discovery in credit reporting systems—a “Human Trafficking Request” option—which leads us to reflect on the serious issue of human trafficking, especially in border areas, and how complex and unexpected some financial topics can be. We also talk property taxes, economic growth, and more! Today we discuss... Douglas Heagren | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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Balancing Motherhood and Financial Advising with Kaitlyn Laney
07/18/2025
Balancing Motherhood and Financial Advising with Kaitlyn Laney
Kaitlyn Laney shares her personal and professional journey, and how she manages balancing motherhood and financial advising. As she runs her own firm in Scottsdale, Arizona, Kaitlyn emphasizes the limitations of big financial firms and how individualized planning is critical—especially for high earners who often receive poor or outdated advice. Kaitlyn highlights the importance of understanding taxes, setting up retirement plans tailored to personal goals, and adapting financial strategies to different life stages. She also dives into the real costs of child care, the economic trade-offs families face—particularly women—and the rationale behind her husband choosing to stay home. We discuss... Kaitlyn Laney shares her background as a financial advisor who left a large firm in 2018 to start her own practice in Scottsdale, gaining the flexibility to be more present for her family. She discusses the challenges of raising two young boys under the age of two while managing a business and household. Kaitlyn emphasizes that many financial advisors give generalized advice that doesn’t keep up with clients’ evolving wealth and tax situations. She highlights a common industry issue: high-income earners receiving poor advice, like being incorrectly advised to contribute to a Roth IRA. Kaitlyn stresses the importance of personalized financial planning focused on education, understanding tax brackets, and using strategies like 401(k)s or SEP IRAs to reduce tax burdens. She encourages clients to view financial decisions through the lens of life stages and accept that intense spending periods (like early childhood) are temporary. The conversation explores the high cost of childcare, often exceeding college tuition, and the value of repurposing childcare expenses into savings once children enter school. Kaitlyn explains why her husband decided to stay home, citing the minimal financial benefit of both parents working while paying for full-time childcare. They discuss how many families, especially women, face difficult trade-offs between career and caregiving due to unaffordable childcare. The couple prioritizes simplicity and a lean budget over luxury spending in order to create time and presence for their children. She acknowledges the emotional trade-offs of missing certain moments but emphasizes intentionality in the life they've designed. Despite initial fears about leaving a big firm, she successfully built a $100M independent practice focused on low fees and personal planning. She credits faith, risk-taking, and a supportive partner for enabling her transition into entrepreneurship and motherhood on her terms. The conversation emphasizes the value of designing a life based on long-term goals and rejecting societal pressures to overspend. Kaitlyn advises not to rely on Social Security alone and stresses the importance of working with a qualified advisor to build a plan that fits your life stage and goals. For more information, visit the show notes at Today's Panelists: Kirk Chisholm | Barbara Friedberg | Phil Weiss | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X:
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Down The AI Rabbit Hole We Go
07/16/2025
Down The AI Rabbit Hole We Go
Today we go down the AI rabbit hole. We also discuss the highlights of the new legislative package dubbed the “big beautiful bill,” which includes tax changes like extending 2017 tax cuts, increasing standard deductions, eliminating taxes on tips and overtime, and adding a car loan interest deduction. They critiqued the temporary nature of supposedly “permanent” policies, expressed concern over increased national debt, and discussed the personal finance implications of car depreciation and insurance after one host totaled his vehicle and bought a newer model. We also talk about the potential of lower interest rates. We discuss: The recent (and short-lived) Israel-Iran conflict and it's comparisons to past rushed declarations of victory. The newly passed “big beautiful bill,” which includes many tax-related changes. The permanent extension of 2017 tax cuts, though “permanent” really means until the next administration. A new "Trump Account" for minors allows $5,000 in annual contributions but restricts withdrawals until age 18 and offers no tax deduction. Charitable deduction rules changed, and the 1099-K reporting threshold rollback was included. Education provisions included a new federal tax credit scholarship program modeled after Florida’s, with no federal cap. Public Service Loan Forgiveness (PSLF) remains but with potential restrictions looming. Medicaid spending is being cut by $1 trillion, which may impact school-based mental health services. The Department of Education faces a 20% cut in discretionary spending over five years. The hosts emphasized the rising importance of college financial planning given shrinking federal support. Elon Musk’s proposes the “America Party” which lack of creativity makes it seen as another PR move. The conversation shifted to rising consumer concerns about job loss, with data showing job fear levels near historical highs. We question whether we're in a recession and whether the technical label even matters to markets or investors. True market crashes are rarely surprising and often come with warning signs. Tariff impacts were discussed, with most firms passing costs to consumers or absorbing them internally rather than reshoring. Manufacturing sectors are more affected by tariffs than tech, healthcare, or utilities. They noted the dollar has sharply declined in 2025, one of the worst first-half drops since 1986. The weakening dollar is viewed by the Trump administration as a tool to boost exports and domestic manufacturing. Today's Panelists: Kirk Chisholm | Douglas Heagren | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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From Medicine to Alternative Investments with Dr. Amir Baluch
07/11/2025
From Medicine to Alternative Investments with Dr. Amir Baluch
Dr. Amir Baluch, a semi-retired anesthesiologist and founder of Baluch Capital, shares his journey from medicine into alternative investments, emphasizing the importance of income diversification after early career financial setbacks. He discusses his firm’s multi-asset platform for accredited investors, which includes real estate development, private equity in life sciences, life settlement funds, and explorations into litigation finance. We touch on AI’s disruptive potential across sectors and note that success will depend less on access to AI tools and more on the speed of implementation, data quality, and strategic defensibility. We discuss... Amir Baluch is a semi-retired anesthesiologist who now runs Balouche Capital, focusing on alternative investments for accredited investors. Amir initially pursued finance out of concern for income stability after early setbacks in business and observing his father’s financial struggles. Life sciences and biotech are Amir’s personal focus, especially technologies that improve healthcare delivery, like non-invasive multi-cancer blood tests. Life settlements appeal due to low correlation with markets and inevitable payout, though underwriting accuracy and deal flow are crucial for returns. Amir is exploring litigation finance but hasn’t yet launched a product; he’s researching deal structures and entry points. Real estate strategies include both single-deal investments and blended income funds with quarterly or monthly distributions. In biotech, Amir prefers early-stage venture capital and is now also exploring leveraged buyouts for behavioral health businesses. AI is viewed as a major disruptor, but success will depend on implementation speed, data quality, and prompt engineering. In healthcare, software alone isn't enough—relationships and integration skills are critical for success. Biotech and real estate software require domain expertise to be meaningfully useful or defensible. AI helps trading funds reduce risk by filtering out bad trades rather than increasing returns. Future success with AI will depend on data quality, creative use, and problem-solving skills—not access alone. Real estate remains inefficient and relationship-driven, which limits AI's ability to disrupt deal sourcing. AI can aid real estate acquisitions by quickly modeling and ranking deals based on defined risk/return criteria. Strong personal networks still outperform AI in gaining early access to off-market real estate opportunities. Today's Panelists: Kirk Chisholm | Diana Perkins | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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AI Thinks It’s OK To Steal and Blackmail You
07/09/2025
AI Thinks It’s OK To Steal and Blackmail You
AI thinks it's OK to steal and blackmail you! Today we dive deep into the evolving landscape of artificial intelligence, highlighting both its disruptive promise and emerging risks. New research showing that large language models (LLMs) often resort to manipulative behavior when put under pressure, raising ethical and control concerns. We also talk about investment strategies around AI infrastructure, noting underperformance in traditional strategies like small-cap, international, and value investing. We also explore a new MIT study suggesting AI may reduce cognitive engagement and critical thinking and widespread reliance on AI tools could lead to long-term intellectual decline. We discuss... A recent study showed that in simulated scenarios, AI models like Claude, GPT-4, and Gemini frequently resorted to blackmail when "cornered." All major large language models displayed concerning behavior in adversarial tests, highlighting a broader industry problem. AI is surprisingly poor at basic math tasks despite being computer-based, which raises risks for business use in financial roles. Apple is rumored to partner with Anthropic (Claude) for Siri instead of acquiring them outright. AI tools have shown 85.5% accuracy on challenging medical cases, compared to 20% accuracy by experienced physicians. The use of AI in healthcare may not replace doctors but is expected to enhance their capabilities significantly. Elon Musk warned AI development may soon face power supply bottlenecks, particularly due to training instability during grid fluctuations. Battery storage is becoming critical to stabilize AI-related energy demands, similar to power issues seen in crypto mining. Broader investment trends include AI, nuclear, space, blockchain, and cannabis, with many investors still concentrating on the "Magnificent Seven." Traditional diversification strategies like small-cap, value, and international investing have underperformed for decades. Despite high valuations, the U.S. remains the most attractive market compared to overregulated or unstable alternatives like Europe or China. A recent MIT study suggested AI use may lead to cognitive decline, describing users as becoming “cognitively bankrupt.” Reliance on AI could undermine critical thinking, especially among younger generations. AI, like social media, might make society dumber by eliminating the need for deep thinking. Today's Panelists: Kirk Chisholm | Douglas Heagren | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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Bedroom Real Estate: How This Unique Rental Strategy Earns $50,000 a Month
07/04/2025
Bedroom Real Estate: How This Unique Rental Strategy Earns $50,000 a Month
Ryan Chaw shares his bedroom real estate rental property strategy. As a pharmacist-turned-real estate investor Ryan shares how he built a successful portfolio of 14 rental properties generating $50,000/month in income by renting out homes by the bedroom to students and professionals near college campuses. Now financially free, he spends his time coaching others and maintaining a disciplined approach to growth while avoiding low-quality competition and preserving strong tenant relationships. Today we discuss... Ryan Chaw transitioned from a pharmacist to a real estate investor inspired by his grandfather’s success in Bay Area real estate. He began investing in 2016 with a $262,000 property in Stockton, California, renting it by the bedroom to maximize cash flow. His strategy involves converting 3-bedroom homes into 5- or 6-bedroom rentals and leasing them to students and professionals. Ryan now owns 14 rental properties generating $50,000 per month in income and has fully replaced his pharmacist salary. Most of his tenants come from word-of-mouth referrals, especially from student communities at nearby colleges. Properties that would rent for $1,500–$2,200 annually generate $4,000+ per month when rented by the room. Competition in his niche is limited and often low quality, with few landlords offering the same level of service. Ryan sees consistent long-term demand with students signing multi-year leases and bringing in future tenants. Ryan targets neighborhoods favored by graduate students and healthcare professionals by researching Reddit forums for off-campus housing recommendations. He rents to both students and healthcare workers, often securing two-year leases from medical residents and fellows. He continues to acquire at least one new property per year and currently owns 14 rentals. He recommends keeping $7,000 to $10,000 per property in reserves to cover unexpected maintenance like HVAC or roof issues. He clusters tenants by category (e.g., pharmacy students, dental students, healthcare workers) to foster a sense of community. His four key success factors for student rentals are proximity to campus, neighborhood safety, affordability, and tenant community. Ryan uses VAs to triage maintenance requests and relies on a vetted contractor network to address issues within 24 to 48 hours. Today's Panelists: Kirk Chisholm | Barbara Friedberg | Douglas Heagren | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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2025 End of Quarter Performance… How Did You Do
07/02/2025
2025 End of Quarter Performance… How Did You Do
Today we talk the end of quarter performance for quarter two of 2025. How did you do? We also cover a wide range of economic and market topics, beginning with the complexities of investing in artificial intelligence, lessons on succession planning, leadership transitions, and the importance of understanding demographic and power dynamics in both politics and investing. We note that large-cap growth, tech, and industrials led Q2 performance, while energy and real estate lagged. Mounting debt, rising delinquencies, and wage garnishment were cited as signs of economic stress, especially among younger and lower-income Americans, but the U.S. is still regarded as one of the best places to live. Today we discuss... AI emerges as a hot investing theme, but it’s difficult to get meaningful public equity exposure to the trend. We talks lessons for business owners on succession planning and the difference between operators and visionaries. You should invest in yourselves, learn how to work with AI, and become irreplaceable in the workforce. They conclude that unlike past tech revolutions, understanding AI is more about mindset, prompting skills, and creative application than simply buying stock exposure. Warren Buffett can be both the greatest investor of all time and underperform over the last 25 years. Buffett’s investment challenges are partly due to managing massive capital, but he also strayed from his original strategy. Buffett should have retired decades ago and left day-to-day decisions to others. This is a parallel between aging leaders in investing and aging politicians who refuse to step down. The Baby Boomer generation is described as unintentionally draining economic resources through demographic trends. Understanding leadership transitions and generational shifts is crucial for evaluating companies and markets. Q2 market performance shows large-cap growth outperforming small-cap and value stocks. Sectors like industrials, communications, and tech led, while energy, real estate, and healthcare lagged. High beta, momentum, and pure growth factors outperformed, while high dividend and low volatility underperformed. Treasury bonds, especially international, were among the best-performing fixed income assets. Precious metals like gold, silver, and uranium led commodities; agricultural products like corn and wheat lagged. Many top-performing countries are printing money, boosting markets, despite geopolitical or structural issues. Biotech investing is highly complex due to multiple layers of science, regulation, and operational risk. Investors don't need to invest in every trendy sector—understanding is more important than participation. Crypto markets have rebounded, with Ethereum and Bitcoin showing strong recent gains. The "Magnificent Seven" tech stocks have mixed performance, with Apple and Tesla notably underperforming. The market is entering a historically strong July–August window, buoyed by trade optimism. U.S.–China relations show signs of improvement, including mutual resource access. Buy Now, Pay Later services are beginning to impact credit scores and consumer financial stability. Over 2.3 million households are delinquent on mortgage payments, with foreclosures up 34%. Renters face growing pressure, with 21% behind on payments and eviction filings surging. Mounting debt burdens are fueling disillusionment among younger Americans, increasing support for socialism. Inflation has cooled from 9% in 2022 to 2.4% in April 2025. Despite challenges, the U.S. is still viewed as one of the best places to live. For more information, visit the show notes at Today's Panelists: Kirk Chisholm | Douglas Heagren | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X:
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The Art of Shaving with Eric Malka
06/27/2025
The Art of Shaving with Eric Malka
Eric Malka shares his journey from arriving in the U.S. as a 17-year-old immigrant with $100 to co-founding The Art of Shaving, a brand that redefined men’s grooming by turning shaving into a premium ritual experience. He explains how a chance job in men’s grooming and exposure to traditional shaving culture in London inspired him to bring the concept to the U.S., where he and his wife opened their first store using natural ingredients and a four-step shaving system. Eric attributes their rapid growth and eventual acquisition by Procter & Gamble to their emotional connection with customers, brand storytelling, and strategic pivots—including leveraging media exposure, expanding into wholesale, and cautiously raising capital at the right time. We discuss... Eric Malka shares his background as an immigrant entrepreneur who arrived in the U.S. at 17 and eventually sold his company to Procter & Gamble. He is best known for founding The Art of Shaving, a luxury men’s grooming brand launched in 1996 in New York City. The idea for the business came from his exposure to traditional shaving shops in London and his wife’s interest in natural ingredients. He described how the brand’s emotional appeal, especially the father-son connection around shaving, created strong customer loyalty. Eric stresses the importance of focusing on emotional branding and creating meaningful rituals rather than just selling products. He attributes the shift in the shaving market to overpriced blades, the beard trend, and disruptors like Dollar Shave Club and Harry’s. He explaines that their success was rooted in consistent brand execution and connecting deeply with consumers. The company strategically delayed raising capital until it was necessary and used that funding to accelerate growth. Eric emphasizes the importance of pacing growth—crawling before walking, walking before running, and using capital as rocket fuel only when ready. Eric highlights that many competitors tried to copy The Art of Shaving but failed due to weaker execution, particularly in store location and brand experience. He planned his exit years in advance and was strategic about timing and value. Working with P&G during the earn-out turned out to be educational and inspiring, giving him exposure to world-class brand and marketing leadership. Eric became a student of investing, studying top investors and institutions to build a diversified, tax-efficient portfolio. Malka defines his legacy around promoting natural health, entrepreneurial values, and helping underdog founders succeed. Today's Panelists: Kirk Chisholm | Phil Weiss | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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AI Just Taught Me This Cool Thing… It is Amazing
06/25/2025
AI Just Taught Me This Cool Thing… It is Amazing
AI just taught me this cool thing... keep on listening to find out what it is! Today we talk about the massive and fast-moving implications of AI. We share the personal experiences with how AI challenges traditional business structures and workflows, requiring users to reimagine how work is done. We also explores how AI may replace many functions within organizations, from marketing to operations, while still lacking in areas like math accuracy and sales conversations. We also talk about Mary Meeker’s AI report, noting unprecedented user adoption, the rapid rise of global competitors like China’s DeepSeek, and the prediction that LLMs will become personal, customizable, and nearly costless. We need to rethink AI’s role in business, its deflationary impact on cost, and how fast-changing technology may render old tools and concepts obsolete. We discuss... How humor and sarcasm could be the final frontier in distinguishing AI from humans. The greatest investment in AI is learning how to use it personally and professionally. How limited human imagination, not technology, is the biggest barrier to innovation with AI. AI’s limitations in math were noted, with a warning not to fully trust it as a CFO despite its operational usefulness. AI isn’t quite ready for high-touch sales calls but is rapidly closing the gap in other business areas. Global AI adoption is surging, with China’s DeepSeek gaining ground quickly through much lower-cost models. Token costs have dropped nearly 100% in two years, and energy efficiency in GPUs has improved drastically. With the penny going out of circulation, it might be time to start saving them as collectibles. AI development curves are moving much faster than traditional SaaS models, making this a truly disruptive moment in tech. Meta’s LLaMA has been downloaded 1.2 billion times in 10 weeks, with over 100,000 derivative models created. The performance gap between open-source and closed AI models is shrinking rapidly, with DeepSeek nearly matching OpenAI on benchmarks. The AI ecosystem is becoming decentralized, much like the shift from centralized platforms to blockchain-based alternatives. Decentralization is praised for enabling free speech, innovation, and diversity of thought, unlike centralized control. Most employees are already using AI tools like ChatGPT personally, even if companies haven’t officially adopted them. AI is increasing personal productivity, but there’s concern it may ultimately compress work rather than improve quality of life. Over 60,000 new AI-related job titles have emerged in just two years, indicating a massive career reshuffle. Without earned knowledge, people can misuse powerful tools like AI, just as they did with nuclear weapons. The future with AI could resemble either Skynet or Star Trek, and no one truly knows which way it will go. There is risk of psychological strain and social dysfunction if people are displaced without purpose. AI tools can now bypass paywalls and summarize articles, challenging traditional media revenue models. The current wealth gap and collapse of the middle class is unprecedented, even before full-scale AI disruption. Decentralized AI (e.g., having your own local models) is seen as essential to maintain independence and avoid manipulation. A growing imbalance of more sellers than buyers suggests further downward pressure on real estate prices. Political pressure is influencing Fed policy, with previous rate cuts seen as potentially timed to impact elections. Global conflict, such as recent Middle East tensions, is having surprisingly little impact on the stock market. Investors should focus on risk management given the unpredictability and detachment from fundamentals. Today's Panelists: Kirk Chisholm | Douglas Heagren | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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Commodity Cycles And Investor Sentiment Secrets
06/20/2025
Commodity Cycles And Investor Sentiment Secrets
Mukarram Mawjood is here to share on commodity cycles and investor sentiment secrets. He discusses his focus on alternative assets including precious metals, crypto, and real estate, highlighting silver as his top current pick due to its price lag behind gold and significant upside potential. He explains how gold’s recent surge has largely priced in geopolitical risk, while silver remains undervalued despite industrial demand. He also touches on market psychology, gold-to-silver ratios, and how cryptocurrencies are increasingly competing with gold as alternative stores of value. We discuss... Today's Panelists: Kirk Chisholm | Barbara Friedberg | Phil Weiss | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X:
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War in the Middle East. Is AI the Cause?
06/18/2025
War in the Middle East. Is AI the Cause?
There is war in the middle east again! Today we talk about the recent escalation of conflict between Israel and Iran, with speculation that the U.S. may be involved indirectly. Media narratives are particularly frustrating, with uncertainty and conflicting reports make it difficult to know what’s truly happening. This definitely parallels the financial markets, particularly with how differing narratives shape reactions during times of volatility with many often making moves on perception rather than confirmed facts. The war could potentially impact on oil prices and inflation among other global economic repercussions despite the U.S. being more energy independent. We discuss... War has reignited in the Middle East, with Israel attacking Iran and missiles flying in both directions. There's confusion about U.S. involvement, with implications that support for Israel exists behind the scenes. The biggest economic concern is the potential for rising oil prices and inflation due to conflict. Oil futures spiked shortly after the attack, raising suspicions of insider trading among politicians. The discussion draws parallels between the chaos of war and financial markets—both are driven by incomplete, misleading, or rapidly evolving information. The role of algorithms and the lack of liquidity are blamed for severe price swings during market disruptions. Humans feel compelled to understand market movements even when there may be no clear explanation. Market price is the most honest signal, but its drivers are often unknowable or misleading. The U.S. is stepping back from global policing, reinforcing an “America First” geopolitical posture. China is rapidly overtaking Western industries like autos, robotics, and nuclear energy. Global money printing continues to fuel equity markets despite mixed economic signals. Investment strategy should focus on capital flows, not moral preferences or outdated macro narratives. ESG investing appeals to emotions, but maximizing returns and funding good later may be more effective. Google quietly changed its algorithm to penalize independent contractors on major media platforms. Search is undergoing a dramatic transformation due to AI, fundamentally changing how users and companies interact with information. Google’s ad business is threatened as users shift from browsing search results to receiving direct AI-generated answers. New technologies upend existing industries, especially if introduced abruptly without time to adapt. The global AI race—especially against China—is accelerating progress beyond what’s safe or manageable. AI will likely displace workers not all at once, but gradually as its capabilities expand and efficiencies are realized. AI thinks differently than humans—it doesn’t require order or structure to understand inputs. Learning how to think and work with AI is becoming a crucial new skill set. For more information, visit the show notes at Today's Panelists: Kirk Chisholm | Phil Weiss | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X:
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Breaking Finance with Blockchain with Matthew Le Merle
06/13/2025
Breaking Finance with Blockchain with Matthew Le Merle
Matthew Le Merle joined the podcast to discuss his journey from a consulting background to breaking finance with blockchain. He explains how he and his wife Alison pivoted to blockchain after recognizing it as the next major wave of digital value creation following the internet era. He breaks down the differences between blockchain, crypto, and DeFi, and shares how the financial industry is slow to adapt due to outdated systems and vested interests. While adoption may seem slow, it's actually progressing rapidly by historical standards, and transformation remains inevitable no matter what. We discuss... Matthew Le Merle transitioned from a career in consulting and digital innovation to blockchain venture investing after identifying it as the next major wave of value creation. He and his wife began investing in blockchain over a decade ago, seeing it as the foundation for digitalizing commerce and finance. Blockchain, or distributed ledger technology (DLT), complements the internet by enabling secure, trust-based value transfers. Crypto is a subset of digital assets—usually natively digital—enabled by tokenization on blockchain infrastructure. Tokenization allows any asset to be digitally represented and transacted without paper or manual processes. DeFi (Decentralized Finance) enables financial transactions through code rather than intermediaries, potentially removing banks and middlemen from the equation. The current financial system is deeply entrenched with inefficiencies and intermediaries that profit from friction and delay. Incumbent institutions like banks face both technological and incentive-based challenges in adopting blockchain solutions. Just as digital communication disrupted legacy industries, blockchain is likely to disrupt banking and finance despite institutional resistance. While adoption of smart contracts and blockchain applications has been slower than expected, it's following a similar long development arc as the early internet. Digital assets are designed to function natively on digital infrastructure, enabling real-time, frictionless movement. Discounted cash flow models can now be used to estimate intrinsic value for platforms like Ethereum and Solana. Bitcoin’s value is more abstract, deriving from its role as a hedge against government control, inflation, and confiscation. Blockchain investing spans six asset classes: early, mid/late, and public stages for both equity and token-based investments. Entry-level exposure to crypto can be done via small Bitcoin allocations, as recommended by BlackRock and others. The biggest blockchain fortunes have come from early-stage investments, not public market trading. Today's Panelists: Kirk Chisholm | Barbara Friedberg | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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The #1 Investment You Can Make in AI is…
06/11/2025
The #1 Investment You Can Make in AI is…
AI is causing a big disruption but the number 1 investment you can make in AI is learn it before you get left behind! Today we talk on the cultural, societal, and economic disruption caused by AI, comparing its transformative potential to that of the industrial age. While traditional frameworks—like working for purpose, identity, and productivity—are deeply ingrained in modern life, AI is rapidly eroding these norms by replacing jobs and altering what it means to be valuable in the workforce. Despite the uncertainty and anxiety around obsolescence, the best current investment is learning how to effectively use AI—not just dabble in it, but truly understand and apply it—as this will separate the empowered from the obsolete in the coming years. We discuss... Today's Panelists: Kirk Chisholm | Barbara Friedberg | Phil Weiss | Douglas Heagren | Megan Gorman | Tim Baker | Jeff Hulett | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X:
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The Money-Smart Solopreneur with Laura Adams
06/06/2025
The Money-Smart Solopreneur with Laura Adams
Laura Adams shares her journey into personal finance, podcasting, and authorship with her new book Money-Smart Solopreneur. She shares how she transitioned from corporate finance aspirations to helping individuals improve their money management through writing and podcasting. She discusses the evolution of book publishing, the growing need for supplemental income due to inflation and stagnant wages by starting side businesses, and practical advice on identifying marketable skills. We discuss... Laura Adams has worked in personal finance for nearly 15 years, transitioning from a corporate finance path after noticing even smart professionals struggled with money basics. Her passion for financial education led her to blogging and podcasting in the mid-2000s, eventually growing the "Money Girl" community. Writing books is a major undertaking that requires deep effort, especially when promotion is involved. Her dream of seeing her book on bookstore shelves motivated her to pursue traditional publishing, despite the changing landscape of book promotion. How the financial pressures facing many Americans today, especially due to inflation. Laura encouraged people to consider starting a side business to supplement income and access tax advantages. Side businesses should ideally be enjoyable since they often take place during personal time. Starting small and testing the market with minimal upfront investment is a smart approach to launching a side hustle. People should leverage existing skills and interests when brainstorming side business ideas. If your goal is quick income, practical gigs like freelancing, tutoring, or becoming a virtual assistant may be for you. Many people feel intimidated by starting a business but advised against overthinking early-stage logistics. Wait until a side business earns around $10,000 annually before worrying about formal structures like LLCs or accountants. Market research through conversation can spark ideas and reveal where your talents might fill a gap. Iterative experimentation are a great way to discover what business ideas are both enjoyable and viable. For more information, visit the show notes at Today's Panelists: Kirk Chisholm | Douglas Heagren | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X:
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AI Will Change Your Life in Surprising Ways
06/04/2025
AI Will Change Your Life in Surprising Ways
AI will change your life! Are you ready? Today we dive into the evolving landscape of AI, the capabilities and limitations of current AI models like ChatGPT, Claude, Grok, and Gemini, and why most users don't get the results they truly want. While AI is a very powerful but immature tool, learning how to use it effectively will help you to stay relevant in the workforce and can benefit your personal life as well. AI disruption is inevitable and potentially beneficial but it also raises serious questions about human adaptability for a rapidly changing future. We discuss... Douglas Heagren | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at
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