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More than half of Americans over 85 will need some form of long-term care, and most of us have no idea what that actually costs, who pays for it, or what documents we need before we get there. In this episode, Amy sits down with Harry Margolis, one of the country's most respected elder law attorneys, to unpack what it really takes to plan for the decades after retirement.
Harry has been practicing elder law since 1987, is the founder of Margolis Bloom & D'Agostino, and has spent nearly 40 years helping families navigate long-term care, blended families, incapacity, and estate planning. He and Amy cover the handful of documents every adult should have (regardless of age or net worth), what happens when families skip them, why "estate planning" is not just for the wealthy, what long-term care really costs, why Medicare doesn't cover it, and how trusts can protect you and your family long before anyone passes away.
If you've been telling yourself "I already planned for retirement, I'm good," this episode is your wake-up call.
In this episode you'll learn:
[03:16] What "estate planning" actually means, and why it's not just for the wealthy
[07:02] The must-have legal documents every adult needs, even in your 40s and 50s
[10:19] What happens (and what it costs) if you don't have a power of attorney in place
[15:26] Blended families and remarriage: protecting your kids' inheritance and avoiding conflict
[21:30] What long-term care really costs, and the number every 65-year-old should know
[23:12] Why Medicare does not cover long-term care, a misconception that catches people off guard
[24:50] How Medicaid planning works, and where to start if you're running out of funds
[26:54] How trusts work for incapacity planning, and why nearly everyone should consider one
[30:41] Harry's advice for starting the "hard conversation" with your family
About Harry Margolis:
Harry Margolis is an elder law attorney and founder of Margolis Bloom & D'Agostino, practicing since 1987. He's the author of Get Your Ducks in a Row and The Baby Boomer's Guide to Trusts, founder of ElderLawAnswers.com and SpecialNeedsAnswers.com, and the voice behind the Substack and podcast Risking Old Age in America. He also advises Harvard Law students in the school's legal services clinic.
Resources Mentioned:
Harry's Firm: https://margolisbloom.com/
Ask Harry (free Q&A): https://askharry.info/
Risking Old Age in America (Substack & podcast): https://okayboomer.substack.com/
Harry's Books: Get Your Ducks in a Row and The Baby Boomer's Guide to Trusts (available wherever books are sold)
This episode is sponsored by Naborforce, connecting older adults with caring, vetted neighbors for rides, company, and everyday help. Learn more at https://www.naborforce.com
Connect with Amy Kaszak:
LinkedIn: https://www.linkedin.com/in/amy-kaszak-6702963/
Instagram: https://www.instagram.com/amykaszak/
How to Age Well Instagram: https://www.instagram.com/howtoagewell_podcast/
Topics: estate planning, elder law, long-term care planning, power of attorney, healthcare proxy, HIPAA release, advance directives, trusts, Medicaid planning, Medicare, blended families, prenuptial agreements, incapacity planning, retirement planning, aging well
Hosted on Acast. See acast.com/privacy for more information.
Where you live may be one of the biggest levers you have for aging well — bigger than genetics, and bigger than most of us realize. In this episode, Amy sits down with Ryan Frederick, author of Right Place, Right Time and founder of here.life, to break down why "place" shapes health, happiness, and longevity — and why the idea of a "forever home" is often a myth.
Genetics account for only about 20% of how long and how well we live. The rest comes down to lifestyle and environment. Ryan walks through his four-quadrant framework — Environment, Health, Community, and Finances — for evaluating any home, including the one you're in right now. Amy and Ryan also unpack the real differences between aging in place, downsizing, and senior living (active adult, independent living, assisted living, and life plan communities), what those options actually cost, and how to navigate family expectations along the way. They close with a look at where aging-friendly design is headed next, from ADUs to self-driving cars to the rise of "longevity planning."
In this episode you'll learn:
[02:09] Why genetics account for only ~20% of longevity, and what drives the other 80%
[05:53] The Harvard study linking relationship quality in your 50s and 60s to healthy aging at 80
[09:48] How to navigate family expectations around moving closer to (or away from) loved ones
[12:21] Ryan's four-quadrant framework for evaluating any place you might live
[15:59] Why the "forever home" is often a myth, and how to plan for a home that evolves with you
[16:53] Why aging well requires a "place plan," not just a financial plan
[24:00] A plain-English breakdown of senior living options and what they typically cost
[25:27] What NORCs (Naturally Occurring Retirement Communities) are
[31:36] Ryan's predictions for the future of aging-friendly living
About Ryan Frederick:
Ryan Frederick is an internationally recognized thought leader, consultant, and author of Right Place, Right Time. He's the founder of here.life and serves on the advisory council for the Stanford Center on Longevity.
Resources Mentioned:
Ryan's Book: Right Place, Right Time (available wherever books are sold)
Ryan's Website: https://www.ryanfrederick.life/
Place Planning Tools & Resources: https://www.here.life/resources
Connect with Ryan Frederick:
Instagram: https://www.instagram.com/ryanefrederick/
LinkedIn: https://www.linkedin.com/in/ryanefrederick/
Connect with Amy Kaszak:
LinkedIn: https://www.linkedin.com/in/amy-kaszak-6702963/
Instagram: https://www.instagram.com/amykaszak/
How to Age Well Instagram: https://www.instagram.com/howtoagewell_podcast/
This episode is sponsored by Naborforce, connecting older adults with caring, vetted neighbors for rides, company, and everyday help. Learn more at https://www.naborforce.com
Topics: longevity, aging in place, place planning, senior living, downsizing, retirement planning, NORC, independent living, assisted living, life plan community, healthy aging, longevity planning
Hosted on Acast. See acast.com/privacy for more information.
This episode is your wake‑up call. If you think a hospital stay is something you’ll figure out when it happens, think again. A hospital can save your life and still leave you weaker, confused, or less independent than when you arrived. And the truth is, most families don’t know the questions to ask, the decisions that matter, or the traps that lead to avoidable complications.
Dr. Antonio “Tony” Gamboa—hospitalist, physician executive, and someone who has lived this journey as both a clinician and a grandson—joins Amy to break down the real hospital playbook. You’ll learn the exact steps to take before, during, and after a hospital stay so you can protect your loved one’s safety, independence, and recovery.
This isn’t just an episode. It’s a roadmap that can change outcomes—and maybe even save a life.
Naborforce — Human connection that shows up when life changes.
Companionship, errands, help at home, post‑hospital support, and caregiver breathing room.
👉 www.naborforce.com
00:00 — Welcome & Why Hospital 911 Matters
01:01 — Meet Dr. Antonio ‘Tony’ Gamboa
02:13 — The Hidden Risks Inside Hospitals
04:33 — Preparing Before a Hospital Stay
09:35 — Who’s Actually in Charge of Your Care?
12:16 — The Hospitalist as Your Quarterback
17:12 — Why Day One Is the Most Important Day
19:48 — Sponsor Break — Naborforce
20:39 — Post‑Acute Care: The Maze No One Warns You About
27:58 — Tony’s Personal Story: When the Doctor Becomes the Family Member
29:40 — Insurance Realities & Why Coverage Dictates Options
31:00 — Rehab vs. Skilled Nursing: Clearing Up the Confusion
34:06 — Red Flags After Discharge
37:24 — The Non‑Negotiable Questions to Ask Before Leaving the Hospital
39:07 — Final Takeaways: Your Power in the Process
Hosted on Acast. See acast.com/privacy for more information.
Hosted on Acast. See acast.com/privacy for more information.
From the publisher's feed
Hosted on Acast. See acast.com/privacy for more information.