Maximizing HSAs Part 2: Devising Drawdowns, Badass Scenarios & Listener Questions | Jeff York | 99

Catching Up to FI

In the second episode of this special two-part series we continue with our deep dive conversation about Health Savings Accounts (HSAs) with Bill and Jackie, and guest co-host, Jeff York (also known as the Wealthy Custodian from episode 74 & 76). We break down in-depth scenarios, including unique contribution rules for domestic partners and adult children, investment strategies, drawdown plans and estate planning considerations. We answer listener questions and share our wish list for HSAs in the future.

For this episode we are providing a formal presentation here:

PDF of Full HSA Presentation 

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Resources mentioned on the show: (As an Amazon Associate, I earn from qualifying purchases.)

HSA Rules and Regulations (IRS Pub#969)

Qualified Medical/Dental/Vision Expenses (IRS Pub#502)

Preventive Care and Chronic Conditions (IRS Notice)

Morningstar / Best HSA Providers 

Kitces / HSA ‘Deathbed Drawdown’

Fidelity / HSA Education 

 Wex Health / HDHP with HSA vs. traditional health plan calculator

Consumer Friendly List of HSA-Eligible expenses

🕒 Time stamps:

00:00 Introduction to HSA Series Part Two

00:23 Maximizing HSA Contributions for Families

02:34 Drawdown Strategies for Health Savings Accounts

06:59 Planning for HSA Beneficiaries

14:55 Case Study: Domestic Partners and HSA Contributions

20:06 Q&A Session: HSA Myths, Tips, and Tricks

28:17 Evaluating HSA Options for Chronic Conditions

28:53 Financial Considerations for High Deductible Plans

29:54 Using Calculators to Compare Health Plans

31:25 HSA Contributions and Family Plans

33:18 Maximizing HSA Benefits and Investment Strategies

43:54 Legislative Changes and

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