HSAs Explained: How to Invest, Grow Tax-Free, and Pay Real Expenses (ft. Amanda Holbrook)
Sun Feb 01 2026
In episode 2 of this 3-part series, I'm back with Amanda Holbrook from Specialized Trust Company to break down two of the most overlooked tax-advantaged accounts out there: HSAs and Coverdell Education Savings Accounts.
Most people think HSAs are just a place to park money for medical bills. They're wrong. We talk about how HSAs can grow tax-free like a Roth, how investors self-direct them into real estate and other assets, and how they can cover expenses most insurance won't touch.
We also dive into Coverdell ESAs—how they work for K–12 and higher education, how family members can contribute, how they compare to 529 plans, and how they fit into a bigger legacy strategy for your kids.
This episode is all about using accounts you already need—for healthcare and education—in a smarter, tax-advantaged way.
Next week, we wrap the series with small business retirement plans (SEP IRAs and more), including how to put significantly more money away and protect it long-term.
//CONNECT WITH AMANDA
Amanda Holbrook
Key Account Executive at Specialized Trust Company
📞 Phone: 505-514-0587
📧 Email: aholbrook@irastc.com
🌐 Website: https://www.specializedtrustcompany.com
👉 Book a success call with my team here: https://legacywealthholdings.com/success-call/
👉Schedule a Smart Management demo: https://smartmanagement.com
👍 And don't forget to subscribe so you never miss an episode of The Legacy Podcast!
YouTube: https://www.youtube.com/ @legacypodofficial
Spotify: https://open.spotify.com/show/0AJ6RPeN4m0mlWCROfpJxL
Apple Podcasts: https://podcasts.apple.com/us/podcast/the-legacy-podcast-with-tim-bratz/id1587360954?ls=1
#LegacyPodcast #HSA #TaxFreeInvesting #WealthStrategy #SelfDirectedAccounts
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In episode 2 of this 3-part series, I'm back with Amanda Holbrook from Specialized Trust Company to break down two of the most overlooked tax-advantaged accounts out there: HSAs and Coverdell Education Savings Accounts. Most people think HSAs are just a place to park money for medical bills. They're wrong. We talk about how HSAs can grow tax-free like a Roth, how investors self-direct them into real estate and other assets, and how they can cover expenses most insurance won't touch. We also dive into Coverdell ESAs—how they work for K–12 and higher education, how family members can contribute, how they compare to 529 plans, and how they fit into a bigger legacy strategy for your kids. This episode is all about using accounts you already need—for healthcare and education—in a smarter, tax-advantaged way. Next week, we wrap the series with small business retirement plans (SEP IRAs and more), including how to put significantly more money away and protect it long-term. //CONNECT WITH AMANDA Amanda Holbrook Key Account Executive at Specialized Trust Company 📞 Phone: 505-514-0587 📧 Email: aholbrook@irastc.com 🌐 Website: https://www.specializedtrustcompany.com 👉 Book a success call with my team here: https://legacywealthholdings.com/success-call/ 👉Schedule a Smart Management demo: https://smartmanagement.com 👍 And don't forget to subscribe so you never miss an episode of The Legacy Podcast! YouTube: https://www.youtube.com/ @legacypodofficial Spotify: https://open.spotify.com/show/0AJ6RPeN4m0mlWCROfpJxL Apple Podcasts: https://podcasts.apple.com/us/podcast/the-legacy-podcast-with-tim-bratz/id1587360954?ls=1 #LegacyPodcast #HSA #TaxFreeInvesting #WealthStrategy #SelfDirectedAccounts