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Participant: Richard Eisenberg

Season 11
Social Security Insolvency: What It Really Means for Your Retirement

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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 gap may be much larger than most people realize, what Congress could do to fix it, and—most importantly—what today’s headlines should (and shouldn’t) mean for your own retirement decisions.

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Season 11
The 5 Money Fears Keeping Retirees Up at Night

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Retirement confidence has hit its lowest point since post-COVID — and for good reason. From skyrocketing Medicare premiums to housing costs, Social Security uncertainty, growing debt, and the crushing weight of caregiving, retirees are facing a financial storm no one fully planned for.

In this episode, Terry, Richard, and Pam break down the top 5 worries from the brand-new 2026 Retirement Confidence Survey (Employee Benefit Research Institute) and, more importantly, what you can actually do about them.

What we cover:
  • Why 40% of retirees say expenses are higher than expected
  • The shocking truth about Medicare costs in 2026 (Plan G premiums up 40%!)
  • How housing — even if you downsize — can blow up your retirement budget
  • Social Security: what the 2033 trust fund depletion really means for YOU
  • The debt crisis is quietly growing among retirees (39% are affected)
  • Why 74% of workers plan to work in retirement — but only 31% actually do
  • Caregiving: the retirement wildcard nobody budgets for

 

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Season 10
The Money Conversation Every Couple Needs to Have But Never Does

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Nearly 3 in 4 couples say money is a source of tension in their relationship. But most never figure out why, or what to do about it.

In this episode of Friends Talk Money, Richard, Pam, and Terry talk with Heather and Doug Bonaparte, a married couple and co-authors of the book Money Together. Heather is a business and legal affairs attorney. Doug is a certified financial planner and founder of Bona Fide Wealth. And together, they have had every hard money conversation you have been putting off.

If you are married, partnered, or thinking about combining finances with someone, this conversation will change the way you think about money together.

They cover:

  • Why debt and shame are silently running your relationship
  • How financial power really works between partners
  • Joint accounts vs. separate accounts, what actually works
  • Navigating money in second marriages
  • What to do when you and your spouse have different risk tolerances

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Season 10
New Deductions Could Get You More Money Back

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Tax season just got a major overhaul. The One Big Beautiful Bill changed more tax rules than anything since 2017, and if you're over 65, retired, or earning tip or overtime income, you could be leaving serious money on the table.

In this episode of Friends Talk Money, we sit down with Lisa Green-Lewis, TurboTax spokesperson and trusted tax expert, to break down every major change you need to know before you file.

  • The NEW $6,000 deduction for seniors and who qualifies
  • Tips & overtime income deductions - brand new for 2025
  • Auto loan interest deduction - what cars qualify
  • Social Security & taxes - the surprise that shocks retirees
  • RMDs, Roth conversions & how to avoid a massive tax bill
  • IRS audits - should you be worried? Free filing options and how to get help
Whether you use TurboTax, work with an accountant, or file on your own - this episode could save you thousands. Don't miss it.

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Season 10
Financial Caregiving for Aging Parents: What You Must Do Now

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Becoming a financial caregiver for an aging parent can happen overnight. And even financially savvy families can find themselves unprepared.

In this episode of Friends Talk Money, we talk with Beth Pinsker, author of My Mother's Money and personal finance writer at MarketWatch.

Beth shares what she learned while managing her mother’s finances during a long medical crisis, including:

• Why a durable power of attorney is critical• The mistakes people make with Medicare• How long-term care insurance really works• IRS issues after a parent dies• Estate planning gaps that cause family conflict• What every adult child should do now

This is a practical and emotional conversation about money, aging, and protecting the people you love.

If you have aging parents or want to make things easier for your own children one day, this episode is essential.

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