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Sep 28, 2026

In the final part of this Medicare Open Enrollment series, Terry, Pam, and Richard sit down with Michael Boshardy — a licensed Medicare attorney and co-founder of MedicarePocketProtector.com — to answer the question Parts 1 and 2 left hanging: once you know you need to shop, where do you actually go.

Michael...


Jul 10, 2026

Social Security is back in the headlines, with warnings that the trust fund could become insolvent as early as 2032. Does that mean your benefits are at risk? Should you claim early? Economist Larry Kotlikoff joins us to separate fact from fear. We explain what “insolvency” really means, why the long-term funding...


Oct 22, 2025

Three-quarters of Medicare beneficiaries say choosing a Medicare plan is confusing, and nearly 7 in 10 (69%) Medicare beneficiaries have not compared their own source of Medicare coverage with other Medicare options offered in their area during past open enrollment periods, according to surveys. These actions can cost...


Jul 9, 2025

Artificial intelligence is quietly reshaping the way we plan—and pay—for long-term care. In this new episode of Friends Talk Money, Richard, Pam, and Terry sit down with Lily Vittayarukskul, Co-Founder and CEO of Waterlily, for a candid conversation about what most people get wrong about long-term care and how AI...


Mar 28, 2024

New Social Security Commissioner Cuts Clawbacks!