About this episode

The episode discusses various investment strategies and their tax implications, including the impact of AI on homebuying and the workings of Roth 401(k)s.

On episode 235 of Ask The Compound, Ben Carlson, Duncan Hill, and Bill Sweet discuss where housing is most expensive, which investments to sell first, AI’s impact on homebuying, owning volatile investments, when HSAs may not make sense, how Roth 401(k)s work, and more! This episode is sponsored by Betterment Advisor Solutions. Learn more at https://betterment.com/advisors Compound Merch: ⁠⁠⁠⁠https://idontshop.com/⁠⁠⁠⁠ Submit your Ask The Compound questions to ⁠⁠⁠⁠askthecompoundshow@gmail.com⁠⁠⁠⁠! Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find out who the next TCAF guest is, get updates on the latest merch drops, and more! ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thecompoundnews.com/subscribe⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ 🎥 Watch this episode on YouTube…

People in this episode

Host: Ben Carlson

Guests: Duncan Hill, Bill Sweet

Topics covered

• investing
• taxes
• housing market
• AI in homebuying
• Roth 401(k)
• health savings accounts

Keywords

• investing
• taxes
• housing
• AI
• Roth 401(k)
• HSA
• volatile investments

Sponsors

Betterment Advisor Solutions

More episodes of Ask The Compound

• How Does the Mega Backdoor Roth Conversion Work? · September 9, 2026 · 41 min
• Best Investment Right Now: Stocks, Bonds or Cash? · September 2, 2026 · 34 min
• When Should You Sell Your Stocks? · August 26, 2026 · 43 min
• When Will the Stock Market Crash Again? · August 19, 2026 · 36 min
• Is Buying a Home Still a Good Investment? · August 5, 2026 · 32 min
• When Should You Turn Bearish on the Stock Market? · July 29, 2026 · 50 min

Explore listener stats, chart rankings, contacts and more on the Ask The Compound podcast page.