Friends Talk Money

FriendsTalkMoney.org

Whatever life after 50 looks like to you, thinking about money in retirement shouldn't keep you up at night. We're all dealing with the big questions about money and aging: How much you can really spend, how to invest your life savings without risking it all in the stock market, and should you sell your home and downsize? Then there's the biggest unknown: how much health care you'll need, and whether your savings and insurance is enough to cover the costs. This is personal. These topics may not be easy to talk about with your own family. That's why nationally known personal finance experts Terry Savage, Richard Eisenberg, and Pam Krueger and are here to open up the dialogue so you can learn how to define your retirement and deal with your money on your own terms. These three friends think, write, and speak about these issues. And now they're joining forces to give you the benefit of their experience, wisdom and advice in their new podcast, Friends Talk Money. Each week Richard, Pam and Terry will discuss a different piece of the retirement pie. Everything from Social Security and Medicare to investing and cash flow management is on the table, with practical, common-sense advice on how to deal with these and other challenges. But don't expect cut-and-dried answers. These friends have strong opinions, and aren't afraid to debate the pros and cons of their friends' recommendations. But what you will walk away after each episode is a greater awareness of the retirement planning issues you'll need to address with the help of your family, friends and financial advisor.

  1. 5D AGO

    Is a Market Crash Coming? AI Bubbles, Bear Markets & Retirement Risk With Special Guest Jim Stack

    The Dow is hovering near 50,000. AI stocks are dominating the market. And investors are feeling both confident and anxious at the same time. It's the first Friends Talk Money episode of 2026, and we're joined by expert market strategist Jim Stack, founder of InvestTech Research, to unpack what's really happening beneath the surface of today's stock market and what it means for investors nearing or in retirement. Jim explains why extreme market valuations don't cause bear markets, but dramatically increase the risk. He also breaks down why indexing may no longer feel as diversified as investors think, how the "K-shaped economy" is being driven by paper wealth, and why capital preservation matters more than chasing upside late in a bull market. In this episode, we cover: Why today's market feels eerily similar to past bubbles The real danger of AI stock mania (and what history tells us) How a 50% loss can delay retirement by years Jim Stack's "Ulcer Index" and the true cost of bear markets Why Warren Buffett is sitting on hundreds of billions in cash Defensive portfolio strategies for investors 50+ Index fund concentration risk most investors overlook Housing, interest rates, and what retirees should consider next Jim has successfully helped investors navigate market downturns for over 40 years, including the 1987 crash, the dot-com bust, and the 2008 financial crisis. His message is clear: this isn't about market timing, it's about risk management.

    44 min
  2. 12/09/2025

    Is ChatGPT Smart Enough to Retire You?

    AI is now answering millions of financial questions every day, but how much of it can you actually trust? In this episode of Friends Talk Money, Pam Krueger, Terry Savage, and Richard Eisenberg dive deep into the surge of AI-generated financial advice and unpack the risks, myths, and surprising mistakes that tools like ChatGPT, Claude, Gemini, and DeepSeek are making. A major study shows AI gives incorrect financial answers up to 35% of the time, and the consequences can be huge when it comes to Social Security, Medicare, retirement timelines, investing, or even basic budgeting. To separate hype from reality, we're joined by special guest Jason Lilly, a highly respected Wealthramp-network fee-only advisor, CFA, CFP®, and founder of Tenere Wealth Advisors. Jason shares exactly how he integrates AI responsibly in his practice: what it's great for, where it falls apart, and why human judgment still matters more than ever.   You'll learn: Why AI sounds confident even when it's wrong What AI can actually do well in financial planning (and what it can't) Why budgeting, Medicare decisions, and Social Security claiming can be dangerous when left to AI Hidden errors of omission most chatbots make How advisors like Jason use AI to communicate better, analyze data faster, and stay human-centered Why AI will never replace real fiduciary advisors (and how to spot one who's overly reliant on it) Whether you're already using AI for your finances or just curious, this episode will change how you think about these tools.   Links: 'Well-Recognized Issues': ChatGPT Gave Wrong or Misleading Answers to 35% of Financial Questions Asked in a New Test (MSN) Should you trust AI for Medicare, Social Security for long-term-care advice? (MarketWatch) How AI Is Revolutionizing Long-Term Care Planning (Friends Talk Money) What will happen to Social Security once AI kicks in? (Terry Savage) Tenere Wealth Advisors

    43 min
  3. 11/26/2025

    Gen X Retirement Wake-Up Call: Debt, Kids, Aging Parents & The Future of Social Security

    Gen X is officially in the retirement danger zone — and many are worried about outliving their savings. In this episode of Friends Talk Money, Richard Eisenberg, Terry Savage, and I sit down with author and workplace/retirement expert Kerry Hannon to dig into the findings from her new book, Retirement Bites: A Gen X Guide to Securing Your Financial Future. We explore: Why more than half of Gen X fears they won't be financially ready How DIY retirement planning, disappearing pensions & late savings habits created a perfect storm The crushing impact of student loans, credit card debt & supporting both kids and aging parents Why so few Gen Xers work with a financial advisor — and how to find the right kind of help The truth about Social Security's future for Gen X Health costs, layoffs, age discrimination — and how to stay employable into your 50s and 60s The new definition of "retirement" and why working longer can be a superpower  Plus: What Gen Xers can control right now to course-correct Kerry also breaks down the huge differences between older Gen Xers nearing 60 and younger Gen Xers in their late 40s, including who may benefit from the next major wealth transfer.Whether you're a lifelong DIY investor or navigating retirement planning for the first time, this episode is a must-listen for the most overlooked generation in personal finance. Links: Retirement Bites: A Gen X Guide to Securing Your Financial Future (Amazon) Reality Bites: Gen X is Nearing Retirement and More than Half Don't Believe They'll be Financially Ready When the Time Comes (Northwestern Mutual) Portfolio Perspectives: Gen X Isn't Ready for Retirement – How Financial Advisors Can Help and Harness SECURE 2.0 (Dynamic Advisor Solutions) Gen X Nearing Retirement With Worries About Limited Savings, Allianz Life Study Finds (Allianz) Gen X's Retirement Shock: The Truth About Healthcare Costs (Friends Talk Money)

    34 min
  4. 09/12/2025

    Job Search After 50: Career Change, Ageism & AI Tips

    Nearly 1 in 4 Americans over 50 are planning a job change this year, according to a new AARP survey—but here's the surprising part: 65% haven't taken any steps to prepare.In this episode of Friends Talk Money, hosts Terry, Richard, and Pam dig into what's really driving career changes for people over 50, 55, and 60—and what older job seekers need to know to stay competitive in today's market. We cover: Why boomers and Gen Xers are rethinking retirement and launching second-act careers How to avoid the black hole of job applications and get results through networking and research Smart strategies for updating your resume and LinkedIn profile after decades in the workforce Using AI tools like ChatGPT (carefully) to improve your job search How to prepare for Zoom interviews and make a strong impression The realities of ageism in hiring—and how to position your experience as a strength Negotiating job offers: when to push, when to say yes, and how to show employers you solve their problems Whether you're worried about layoffs, craving more flexibility, or simply ready for a new challenge, this episode is packed with practical job search tips for older workers who want to thrive in today's shifting economy. Links: Certified Age Friendly Employer Program (Age-Friendly Institute) Employer Pledge Program (AARP) Retirementjobs.com Layoffs This Year Reach Highest Levels Since Pandemic, According to One Measure (Yahoo Finance) Survey Shows a Sharp Increase in the Number of Older Americans Seeking a Job Change (AARP) Best Ways to Prepare for a Job Search After 50 (Next Avenue)

    34 min
4.3
out of 5
86 Ratings

About

Whatever life after 50 looks like to you, thinking about money in retirement shouldn't keep you up at night. We're all dealing with the big questions about money and aging: How much you can really spend, how to invest your life savings without risking it all in the stock market, and should you sell your home and downsize? Then there's the biggest unknown: how much health care you'll need, and whether your savings and insurance is enough to cover the costs. This is personal. These topics may not be easy to talk about with your own family. That's why nationally known personal finance experts Terry Savage, Richard Eisenberg, and Pam Krueger and are here to open up the dialogue so you can learn how to define your retirement and deal with your money on your own terms. These three friends think, write, and speak about these issues. And now they're joining forces to give you the benefit of their experience, wisdom and advice in their new podcast, Friends Talk Money. Each week Richard, Pam and Terry will discuss a different piece of the retirement pie. Everything from Social Security and Medicare to investing and cash flow management is on the table, with practical, common-sense advice on how to deal with these and other challenges. But don't expect cut-and-dried answers. These friends have strong opinions, and aren't afraid to debate the pros and cons of their friends' recommendations. But what you will walk away after each episode is a greater awareness of the retirement planning issues you'll need to address with the help of your family, friends and financial advisor.

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