Jeremiah Bates and Alex Lundgren spent Mother's Day weekend tackling one of the biggest financial issues many families avoid until it’s too late: long-term care and the cost of aging.
The show opens with Brooke Baker and Jessica Young, Co-Founders of Legacy Navigation, breaking down how Medicaid actually works, what it really covers, and the biggest misconceptions families have around qualifying for benefits. The conversation covers in-home care, assisted living, memory care costs, spousal asset protection strategies, the five-year lookback rule, and why certain estate planning decisions can accidentally create Medicaid problems later on.
Going into the second hour, Jeremiah and Alex pivot into another major planning blind spot: letting taxes dictate investment decisions. They discuss concentrated stock positions, large unrealized gains, rental property sales, 1031 exchanges, Medicare IRMAA surcharges, and why many investors hold onto assets longer than they should simply because they fear the tax consequences.
Throughout the show, the bigger theme remains the same: most financial problems become significantly harder when planning is delayed. Whether it’s long-term care, estate coordination, taxes, or investment decisions, this show focuses on why proactive planning matters before life forces the issue.
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https://www.therealmoneypros.com
Hosts:
Jeremiah Bates & Alex Lundgren
Guests:
Brooke Baker, RN & Jessica Young, MSW
Co-Founders of Legacy Navigation
https://legacynavigate.com
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Ataraxis PEO
https://ataraxispeo.com
Tree City Advisors of Apollon:
https://www.treecityadvisors.com
Apollon Wealth Management:
https://apollonwealthmanagement.com/
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CHAPTERS
00:00 Long-Term Care, Medicaid, and Aging Parents
02:51 Meet Legacy Navigation
03:39 What Medicaid Actually Covers
08:13 Assisted Living, In-Home Care, and Real Costs
11:22 Common Medicaid Myths
15:18 Income Limits, RMDs, and Miller Trusts
18:31 The 5-Year Lookback and Trust Planning
21:01 Estate Recovery, Probate, and Asset Protection
24:57 Gifting Penalties and Medicaid Eligibility
29:58 First Steps for Long-Term Care Planning
33:28 Medicaid Beds and Facility Availability
39:36 Hour 2: Taxes, Estate Planning, and Medicare
43:27 Selling Appreciated Property or Stock
49:34 Trusts, Probate, and Estate Planning Choices
58:52 Medicare, IRMAA, and One-Time Income Events
1:12:26 Social Security Timing, Tax Credits, and Planning Tradeoffs
1:20:29 Hour 3: Social Security and Retirement Income
1:22:51 Spousal Benefits vs. Survivor Benefits
1:33:50 Building Your Retirement Paycheck
1:42:00 Social Security Fear, Delaying Benefits, and Taxation
1:49:57 Selling Rental Properties and Capital Gains
1:53:53 1031 Exchanges and Delaware Statutory Trusts
1:59:02 Final Thoughts
You could’ve retired last year 🏖️ #401krollover #earlyretirement
Real Money Pros May 19, 2026 10:48 pm