Mind Blowing ways to Maximize Your Health Savings Account (HSA) | Jeff York | 98
Catching Up to FI: Financial Independence for Late Starters
Release Date: 09/29/2024
Mr 4% is now Mr 5% | Bill Bengen | 111
Catching Up to FI: Financial Independence for Late Starters
In this episode we welcome the legendary Bill Bengen! He is the creator of the infamous 4% rule that is referenced in any quality conversation about retirement and withdrawal rates. There's been spirited debates and lengthy discussions about Bengen's research but there is no one better than the man himself to weigh in on what he thinks about it 30 years later. We talk about the evolution of Bengen's research, his thoughts on market timing vs. managing risk, and he gives us a preview of his upcoming book geared toward consumers. 🔗 Thank you to our sponsor:...
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Say Cheese!: The Retirement Spending Smile | David Blanchett | 110
Catching Up to FI: Financial Independence for Late Starters
Today Bill and Jackie are joined by another genius in the world of retirement planning research, David Blanchett, PhD, CFA, CFP. In his role at PGIM, David is responsible for Target Date Funds and Retirement Spending Portfolios. In this episode he discusses redefined retirement concepts, the myths surrounding the 60/40 portfolio and some practical adjustments of the 4% rule. He also explains the 'retirement spending smile,' and retirement strategies for late starters. 🔗 Thank you to our sponsor: Resources mentioned on the show: 🌐 ...
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Childfree Wealth and Life Planning | Dr. Jay Zigmont | 109
Catching Up to FI: Financial Independence for Late Starters
In this episode we turn the tables as Bill joins Dr. Jay Zigmont, CFP on the Childfree Wealth podcast. Bill shares his journey as a late starter physician who lived largely a paycheck-to-paycheck existence until waking up at age 50. He now co-hosts the 'Catching Up to FI' podcast to help other late starters. Jay is the author of the upcoming book '' and the founder of Childfree Wealth, a financial planning firm that addresses the needs of childfree people in a way that traditional financial companies don’t. Jay and Bill cover topics like investing, long-term care, and preparing for...
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Year-End Financial Wrap-Up, Tips, and Resolutions | Eric Simonson | 108
Catching Up to FI: Financial Independence for Late Starters
Hard to believe that 2024 is almost over but before we close it out, we have some end-of-year financial tips with special guest Eric Simonson, CFP and CEO of Abundo Wealth (an advice-only financial planning firm). Eric shares insights on maximizing different types of contributions, FSAs, charitable donations, and other tax strategies. There are a few things you’ll want to check off your financial to-do list before December 31st; some have a true deadline, and others are smart things you should review every year. Eric also clues us in on a unique service the firm offers- 'travel...
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Finding the Sweet Spot: Financial Literacy Meets Psychology | Jack Howard From Ally at FinCon | 107
Catching Up to FI: Financial Independence for Late Starters
Our guest today is Jacqueline (Jack) Howard, head of Money Wellness at Ally Financial, a leading voice in financial health & wellness, and fierce change maker. We are thrilled to bring you this special episode recorded live from FinCon 2024 in Atlanta, GA! It's no secret that we love Ally and talk about them often on the podcast. From the high yield savings accounts to the cool buckets that are perfect for allocating your sinking funds, they're our favorite. But what really blew us away in this interview was Jack's money story and how it led to her incredible work as the face of financial...
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Sequence of Returns Risk: What Every Retiree Needs to Know | Karsten Jeske | 106
Catching Up to FI: Financial Independence for Late Starters
Karsten Jeske also known as “Big ERN” is the founder and genius behind . He writes on all topics related to personal finance but is best known for his comprehensive . In this episode he dives deep into the intricacies of safe withdrawal rates, sequence of return risk, the importance of market valuations for retirees and the 'one more year' syndrome often discussed in the Financial Independence community. Karsten also shares his personal journey from a modest upbringing in Germany to early retirement in the U.S. 🔗 Thank you to our sponsor: ...
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Space Telescopes, Sunflowers, and Financial Gardening | Jesse Cramer | 105
Catching Up to FI: Financial Independence for Late Starters
In this episode, Jesse Cramer discusses the essential considerations for pre and post-retirement planning and the major factors late starters should consider. Jesse is founder of the award winning 'The Best Interest' blog and podcast. He left a career as a mechanical and aerospace engineer to work with clients at a fiduciary, fee-only financial planning firm. Now, he uses those valuable engineering skills to simplify the most complex financial topics into fun explanations for his clients and his audience. 🔗 Thank you to our sponsors: ...
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Tennis and the Stock Market: Winning the Loser's Game | Disha Spath | 104
Catching Up to FI: Financial Independence for Late Starters
By day, Dr. Disha Spath is an internist caring for her patient’s physical and mental health. By night, my she's known as The Frugal Physician and hosts the Finding Financial Freedom podcast. In this episode, Disha shares her personal journey from financial struggles to becoming an advocate for frugality and financial independence. She also discusses the differences between frugal and cheap, the gender wage gap, and strategies to manage income disparities in relationships. *Trigger warning: There are brief mentions of suicide in this episode. 🔗 Thank...
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Generosity and Smart Spending: A Family Affair | Andy Hill | 103
Catching Up to FI: Financial Independence for Late Starters
Andy Hill is an award-winning blogger, podcaster, Youtuber and family finance coach. All under the brand of 'Marriage, Kids, and Money’, his primary focus is helping families build wealth and happiness. He shares his inspiring story of going from a $50,000 negative net worth to achieving financial independence and now living his best 'Coast FI' life with his family. Andy also shares how he is creating a meaningful legacy of giving and generosity with his kids. 🔗 Thank you to our sponsors: Boomer Benefits: The nation’s leading family-owned Medicare...
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Beyond the Alphabet Soup: Expert Tips for Mastering Medicare & Avoiding Pitfalls | Danielle Roberts | 102
Catching Up to FI: Financial Independence for Late Starters
This episode explores the intricate and confusing world of Medicare with leading expert Danielle Roberts. Danielle is founding partner at Boomer Benefits, an agency that has helped thousands of ordinary Americans learn and navigate their entry into Medicare since 2005. She's also author of the bestselling book '10 Costly Medicare Mistakes You Can't Afford to Make'. Danielle breaks through the confusion and explains Medicare's history, enrollment rules, Parts A, B, C, and D, and the differences between Medigap and Medicare Advantage plans. Discover the importance of early planning, common...
info_outlineIn this special two-part episode we unveil the 'Wealthy Custodian,' Jeff York (from episode 74 & 76), and take a deep dive into the world of Health Savings Accounts (HSAs). Jeff joins as co-host along with Bill and Jackie (our HSA Maven) to share how they supersized thier HSAs and discovered how powerful they can be on the path to FI. This comprehensive series starts with Part 1 where we explore tips, tricks, and common misconceptions about HSAs and tackle little known strategies that are rarely discussed. We'll also talk about who should consider a high deductible plan, eligible expenses, bright ideas like using your HSA for health expenses abroad, and even IRA to HSA transfers. Whether you are new to HSAs or looking to maximize your FI strategy, you won't want to miss this episode. Stay tuned for Part 2 where we explore HSA drawdown strategies, advanced scenarios and answer listener questions!
For this episode we are providing a formal presentation here:
Thank you to our sponsors:
Abundo Wealth: Advice-Only Financial Planning for Everyone
DeleteMe: Your personal data is yours again
Personal Finance Club: Use code CUTOFI to get $30 OFF any course or PFC investing course only
Nectarine: Advice-Only Financial Advisors (Catching Up to FI will be compensated by Nectarine if you use our affiliate link, which creates an incentive and conflict of interest. We are not current clients or employees of Nectarine.)
Boston Institute of Finance Personal Growth Track: Enter code catchingup to get 5% off any “Personal Growth Track” course or package
Resources mentioned on the show: (As an Amazon Associate, I earn from qualifying purchases.)
HSA Rules and Regulations (IRS Pub#969)
Qualified Medical/Dental/Vision Expenses (IRS Pub#502)
Preventive Care and Chronic Conditions (IRS Notice)
Morningstar / Best HSA Providers
Kitces / HSA ‘Deathbed Drawdown’
Wex Health / HDHP with HSA vs. traditional health plan calculator
Consumer Friendly List of HSA-Eligible expenses
🕒 Time stamps:
00:00 Introduction to the Special Episode
00:07 Unveiling the Wealthy Custodian
00:33 Diving into HSAs: Tips, Tricks, and Misnomers
03:00 Personal HSA Journeys
13:09 Understanding High Deductible Plans
25:02 Flexible Spending Accounts vs. Health Savings Accounts
28:11 HSA Eligibility and Contribution Limits
34:09 State-Specific HSA Tax Rules
37:58 Unique Provisions for Different States
38:10 Understanding the Last Month Rule
40:09 HSA Eligible Expenses
41:48 Supersizing Your HSA
42:27 Investment Strategies for HSA
44:50 Maximizing Contributions and Advanced Strategies
47:20 Reimbursement Strategies and Record Keeping
52:40 IRA to HSA Conversions
01:02:16 Bright Ideas for HSA Usage
01:09:21 Using HSA Funds Abroad
01:11:30 Conclusion and Final Thoughts
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.