Ask The Compound

How to Live Tax-Free in Retirement

15 snips
Jun 11, 2025
Guest
Bill Sweet
Bill Sweet, CFO and Tax Specialist, joins Ben Carlson and Duncan Hill to unravel tax-free retirement strategies. They delve into the pros and cons of 100% assets in a Roth account and the nuances of transitioning to a finance career. The trio emphasizes smart college savings plans like 529 accounts, shedding light on tax implications when moving states. Additionally, they reflect on historical stock market resilience while playfully navigating the complexities of modern investment strategies.
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INSIGHT

Stock Market's Long-Term Resilience

  • The stock market has historically returned about 10% annually over the long run despite crises like the Great Depression. - Even with abundant capital and technology, corporations won't willingly destroy themselves, so long-term growth is likely.
ADVICE

Diversify Retirement Account Types

  • Diversify retirement accounts among Roth, Traditional, and taxable to hedge against future tax rate uncertainty. - Timing Roth conversions during your lower income years maximizes tax benefits without losing flexibility.
ADVICE

Veterans Entering Finance Advice

  • Veterans transitioning to finance should leverage credentials like the CFP to get their foot in the door. - Gaining practical experience through internships or software demos is key to developing valuable skills.
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