The Three Kinder Questions (Part 2) | George Kinder | 141
Catching Up to FI: Financial Independence for Late Starters
Release Date: 05/11/2025
Are Bonds Dead?: Fixed Income Fundamentals (Part 1) | Frank Vasquez | Episode 229
Catching Up to FI: Financial Independence for Late Starters
What if bonds aren't dead at all—and we've just spent the last decade misunderstanding what job they were hired to do? Bill welcomes back Frank Vasquez, the hotdog-named engineer-lawyer-DIY investor behind Risk Parity Radio, for part one of a lively fixed-income deep dive. Starting with the basics, Frank explains what a bond actually is, why owning one makes you the lender rather than the shareholder, and how bonds can provide income, stability, or diversification depending on the type and duration. They work through the very real risks hiding behind the phrase "safe investment." Along the...
info_outline
How to Retire at 40: Her Debt-Crushing Path to Financial Independence | Bernadette Joy | 228
Catching Up to FI: Financial Independence for Late Starters
What if crushing your money goals has less to do with finding the perfect formula—and more to do with getting lovingly bullied into taking action today? Bill and Jackie sit down with Bernadette Joy, a first-generation Filipino American who paid off $300,000 of debt in three years, reached her first million, and eventually built a multimillion-dollar portfolio. Bernadette also explains why she believes traditional financial literacy is dead, walks through her C-R-U-S-H framework, and reveals why the final "H" evolved from hustle to healing your money wounds. This episode covers How...
info_outline
Bonus: Is Your School’s 403(b) On The Naughty List? Here’s What To Do About It | Dan Otter | 227
Catching Up to FI: Financial Independence for Late Starters
What if the smartest way to fix teacher retirement is not patching the broken 403(b) machine, but quietly building an exit ramp to something better? In this bonus conversation, Bill, Jackie, and Dan Otter keep pulling the thread on the teacher-retirement mess and land on a surprisingly practical answer: the 457(b) may be the cleaner, simpler, more flexible plan that schools should be leaning into. Dan also highlights the new audio series Learned by Being Burned, Carl Fisch’s 50-state teacher-retirement books, and several states that are getting it right. They end with a reminder that fixing...
info_outline
How K-12 Teachers Can Beat the Broken 403(b) System | Dan Otter & Scott Dauenhauer | 226
Catching Up to FI: Financial Independence for Late Starters
What if the most dangerous thing in a teacher’s retirement plan isn’t market volatility, it’s the nice guy with free sandwiches and a terrible annuity contract? Jackie and Bill are joined by Dan Otter and Scott Dauenhauer of 403bwise, the duo who have spent decades exposing how badly K-12 educators get treated in the 403(b) world. What starts as a conversation about confusing vendor lists and a messy system, quickly turns into something bigger. This episode covers Why the K-12 403(b) system is fundamentally broken for many educators How Dan and Scott came together through the early...
info_outline
Risk & Reward: Stress Testing the Long Term Buy and Hold Strategy | Ben Carlson | 225
Catching Up to FI: Financial Independence for Late Starters
What if the biggest risk in your portfolio isn't a crash, a recession, or even inflation, but the very human urge to believe that whatever just worked will work forever? Bill and Jackie sit down with Ben Carlson of A Wealth of Common Sense and Animal Spirits for a market-history masterclass that somehow manages to be equal parts calming, nerdy, and deeply practical. This one is for anyone who's ever stared at their portfolio, read one scary headline too many, and wondered whether simplicity still works. Ben's answer is basically yes—but only if you understand the risks, respect your own...
info_outline
You Hit The Number, Now What? | Childfree Life By Design Crossover | 224
Catching Up to FI: Financial Independence for Late Starters
What if “legacy” looks completely different when there are no kids in the picture and that difference actually unlocks a freer, more intentional version of FI? In this thoughtful crossover between Childfree Life by Design and Catching Up to FI, Dr. Jay and Bill sit down for the kind of conversation most money media skips: what happens after you hit the number and realize the bigger question is no longer “Can I retire?” but “What am I retiring to?” It’s philosophical, personal, a little messy in the best way, and exactly the kind of episode that reminds listeners that FI is not...
info_outline
FIlanthropy: Radical Impact Giving Without Risking Your Retirement | Rebecca Herbst | 223
Catching Up to FI: Financial Independence for Late Starters
Bill jumps into a last-minute solo conversation with Rebecca Herbst of Yield and Spread for a surprisingly energizing deep dive into generosity, guilt, and what happens after the finish line of financial independence. Rebecca shares how hitting FI at 32 did not lead to endless victory-lap bliss so much as an identity jolt: if money is a tool, then what is it actually for? This episode covers: Why Rebecca felt guilt, not just freedom, after reaching FI at 32 How giving can be framed as money, time, or skills—not just writing checks Why generosity is a habit and a muscle, especially for...
info_outline
Unbanked, Buried In Payday Loans & A 500 Credit Score: This Late-starter Overcame It All! | Afra Smith | 222
Catching Up to FI: Financial Independence for Late Starters
What if the person inspiring the room didn’t come from a polished finance background at all, but from payday loans, being unbanked, a credit score in the 500s, and the kind of rock bottom most FI stories rarely admit out loud? In this on-location episode from Madison, WI, Jackie sits down with Afra Smith, founder of The Melanin Project and creator of the Wealth Empowerment Conference, for a conversation that is as honest as it gets. She’s a late-starter and shares how depression, financial chaos, and a painful career setback forced her to finally confront what wasn’t working. She shares...
info_outline
Intergenerational Wealth: Strategies to Help Your Family NOW (Not Later) | Allen Mueller | 221
Catching Up to FI: Financial Independence for Late Starters
What if the smartest legacy move isn't leaving your kids a pile of money someday, but using your wealth right now to help them buy time, build habits, and change their future while you're still here to watch it happen? We sit down with Allen Mueller of 7 Saturdays Financial for a practical, deeply useful conversation about gifting to family with intention. The thread running through all of it is simple: money is not just for accumulating. It's for strengthening the people and values you care about most. This episode covers: Why gifting during your lifetime can be more impactful than leaving a...
info_outline
Not So Big Life Design: The Architecture of Wealth | Sarah Susanka | 220
Catching Up to FI: Financial Independence for Late Starters
What if the smartest move on your road to FI isn't buying a bigger house, but shrinking the footprint, clearing the clutter, and finally designing a life that actually fits? In this episode, we sit down with Sarah Susanka, the architect behind the bestselling "Not So Big House" movement. We talk about what happens when you stop building for appearances and start building for how you really live. Sarah shares how growing up in England, then landing in car-centric suburban Los Angeles made her question why Americans kept buying "hamburger bun but no hamburger" houses full of unused rooms. ...
info_outline- The real meaning behind the Kinder Questions
- A little live therapy session with Bill & Jackie as they share thier answers to the Kinder Questions
- The EVOKE life‑planning process (Exploration – Vision – Obstacles – Knowledge – Execution)
- The Three Domains of Freedom: the freedom of each moment, the freedom to live one's life purpose, and the freedom of civilization
- 'The Freedom Song' — written and performed by George Kinder & his daughter London Kinder
Be sure to go back and listen to last week's episode 140 to catch the first part of our conversation with George Kinder.
🌐 Visit Catching Up to FI website
☕ Like what you hear on Catching Up to FI? Support the show at "Buy Me a Coffee"
🎙️We love hearing from you! Record a Voice Message with your feedback or question Record a Voice Message with your feedback or question
===DEALS & DISCOUNTS FROM OUR TRUSTED PARTNERS===
🎓 Student Loan Planner
Get a custom student loan plan from our CFP®, CFA and CSLP® professionals. They charge a one-time fee for their thorough review. Our listeners receive $100 off a 1:1 consult using the link below. Flat fee is normally $595, but after your $100 off ‘Catching Up to FI’ discount, it's $495. 👉🏼 Be sure to use this link: studentloanplanner.com/catchingup
For a full list of current deals and discounts from our partners, sponsors and affiliates, click here: catchinguptofi.com/our-partners
RESOURCES MENTIONED ON THE SHOW: (As an Amazon Associate, I earn from qualifying purchases.)
Freedom Song || London and George Kinder
Kinder Institute of Life Planning Youtube
The Three Questions presented by George Kinder
Fiduciary In All Things (FIAT)
NAPFA (National Association of Personal Financial Advisors)
📗 The Three Domains of Freedom
📕 A Golden Civilization and The Map of Mindfulness
📚 The Seven Stages of Money Maturity
📗 Life Planning for You: How to Design & Deliver the Life of Your Dreams
⏰ ‘Catching Up to FI’ Episodes
The Father of Financial Life Planning (Part 1) | George Kinder | 140
Vote Your Money: Values Aligned Investing | Janine Firpo | 139
If you enjoyed this episode, please follow the show on your podcast player and leave us a rating or review. If you want to watch, be sure to subscribe to our YouTube Channel. This helps others find the show and keeps us creating great content for you!
⚠️Disclaimer: Our content is for general education and information purposes only. We are not providing financial, legal, or tax advice. Always do your own research or consult a professional before making important decisions.