How Do You Invest Without Paying Taxes? @TheCompoundNews
How Do You Invest Without Paying Taxes?  @TheCompoundNews
Uploaded August 2026 | Updated September 2026, 2 weeks ago
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 betterment.com/advisors

Compound Merch: idontshop.com

►00:00 - Intro
►02:53 - Where is housing the most expensive?
►08:40 - Which investments to sell first?
►14:45 - AI impact on the housing market
►23:45 - Owning volatile investments
►31:53 - When HSAs don’t make sense
►37:00 - How Roth 401ks work


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How Do You Invest Without Paying Taxes?

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