How Do Ultra-Wealthy People "Buy, Borrow, and Die?" (AMA, E99)

How Do Ultra-Wealthy People "Buy, Borrow, and Die?" (AMA, E99)

Author: Jesse Cramer January 29, 2025 Duration: 43:38

Time for another AMA with Jesse! First, Randy asks what it means to be rich, leading to an interesting evaluation of personal values, goals, and circumstances. Jesse explores relativity, "keeping up with the Joneses", and what it means to have "enough". Then, Bob asks about the potential tax burdens on beneficiaries and heirs, and Tom wonders whether some tax savings are worth the effort of logistical complexity. The fourth question comes from regular listener, Yogi, asking about the role of bonds in diversifying a portfolio. Jesse gets into the details of which bonds are which, which financial goals they're good for, and when you should consider other options. To wrap up the show, Hector asks about the "buy, borrow, die" strategy employed by the ultra-wealthy: buy appreciating assets, borrow against them for liquidity without selling, and pass them to heirs with a stepped-up cost basis, avoiding capital gains taxes. 

If you'd like a question in a future AMA, send Jesse a message!

Tune in next week for the 100th episode celebration!

 

Key Takeaways:
• Wealth varies based on individual values and circumstances. It's less about achieving a specific number and more about feeling secure and content with your resources.
• The tax burden of inherited IRAs is based on the beneficiary's income and tax bracket, which can differ significantly from the original contributor's tax savings.
• Decisions like Roth conversions depend on whether the potential tax savings justify the added effort and complexity for an individual.
• Bonds provide stability and dependability for short-term goals. Short-duration, high-quality bonds like U.S. Treasuries are less sensitive to interest rate changes and offer more reliability.
• While effective for minimizing taxes, the "buy, borrow, die" strategy involves risks such as margin calls, regulatory changes, and the cumulative cost of loan interest potentially outweighing benefits.
• Wealth strategies should focus on understanding and minimizing tax liabilities without excessive risk, avoiding overly aggressive tax avoidance tactics.

 

Key Timestamps:
(02:17) Question 1: What Does It Mean to Be Rich?
(09:11) Question 2: Concerns About 529 College Savings Plans
(16:57) Question 3: Roth Conversions and Tax Savings
(23:50) Question 4: Evaluating Bond Performance and Diversification
(31:23) Question 5: The Buy, Borrow, Die Strategy

 

Key Topics Discussed:
The Best Interest, Jesse Cramer, Rochester New York, financial planner, financial advisor, wealth management, retirement planning, tax planning, personal finance, buy borrow die, Roth conversions, tax avoidance, inheritance, bonds, diversification, rich, five year rules

 

More of The Best Interest:
Check out the Best Interest Blog at bestinterest.blog
Contact me at jesse@bestinterest.blog

The Best Interest Podcast is a personal podcast meant for educational and entertainment. It should not be taken as financial advice, and is not prescriptive of your financial situation.


Navigating the world of money can feel overwhelming, with a constant stream of conflicting tips and trendy, quick-fix schemes. Personal Finance for Long-Term Investors-The Best Interest cuts through that noise. Host Jesse Cramer brings a unique perspective to the conversation, transitioning from his background as an aerospace engineer to his work as a fiduciary financial advisor. This podcast is built on the principle that genuine wealth isn't built overnight through speculation, but through consistent, well-reasoned decisions made over decades. Each episode delves into the mechanics and mindset required for that journey, exploring topics like retirement planning, intelligent investing, and the behavioral aspects of managing money. You'll find discussions that go beyond surface-level advice, examining the "why" behind proven strategies and how to apply them to your own life. The tone is conversational and grounded, avoiding financial jargon in favor of clear explanations. It’s a resource for anyone tired of the hype and seeking a sustainable path forward. By focusing on evidence-based ideas and patient execution, this podcast aims to provide listeners with the tools and confidence to build a secure financial future on their own terms. Tune in for a thoughtful, long-term approach to personal finance that prioritizes your best interest.
Author: Language: English Episodes: 100

Personal Finance for Long-Term Investors
Podcast Episodes
A Market Crash is Coming! (…Eventually) | Peter Lazaroff - E77 [not-audio_url] [/not-audio_url]

Duration: 56:18
Peter Lazaroff is the host of The Long Term Investor podcast and serves as the Chief Investment Officer at PlanCorp, a registered investment advisory in St. Louis. On today's show, Jesse and Peter talk about the cognitiv…
Don't Make Your Own Pizza?! | Jared Dillian - E76 [not-audio_url] [/not-audio_url]

Duration: 53:02
Jared Dillian is a former Wall Street trader at Lehman Brothers, an author of 4 books, and daily writer a newsletter for financial professionals called The Daily Dirtnap. He's sharp, witty, and brings great energy to tod…
Growth Mindsets to Afford Anything | Paula Pant - E75 [not-audio_url] [/not-audio_url]

Duration: 52:39
Paula Pant writes, podcasts, and speaks on financial independence, money management, and financial literacy. As the host of the Afford Anything Podcast, Paula has racked up more than 30 million downloads, ranking the sho…
Picking Stocks - Does It Ever Work?!  |  Brian Feroldi - E74 [not-audio_url] [/not-audio_url]

Duration: 57:59
Brian Feroldi is a prolific creator in the financial education space, having written over 3000 articles for the Motley Fool, published a book, "Why Does The Stock Market Go Up?", and actively posting to his YouTube Chann…
The Unspoken Strain of F.I. | Diania Merriam - E71 [not-audio_url] [/not-audio_url]

Duration: 54:08
Diania Merriam is the founder of the EconoMe Conference, an exclusive gathering for the FIRE community (financial independence, retire early). Inspired by FIRE, Diania hit an impressive 60% savings rate and retired at 33…