Older Americans Are Starting Businesses—and Why It's Getting Harder

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 you money and limit your medication coverage and pharmacy access. In this episode of Friends Talk Money, we unpack what you need to know about Open Enrollment and your plan options, diving into the pros and cons of Original Medicare plus a supplement and Part D plan versus Medicare Advantage. We explain what's different this year, including the inconsistency around premiums and the discontinuation of Anthem standalone Part D plans. Our special guest is Diane Omdahl, a nationally recognized expert in Medicare. She's the creator of 65incorporated.com, which guides seniors in their Medicare choices, and author of the bestselling book, Medicare For You. She joins us to explain what steps you can take now to ensure your coverage is fully meeting your medical needs and isn't costing you more than you need to spend in 2026. Medicare Beware! A Special Report (Terry Savage) Survey: 75% of Medicare Beneficiaries Say Selecting a Plan Is Confusing Nearly 7 in 10 Medicare Beneficiaries Did Not Compare Plans During Medicare's Open Enrollment Period

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)

Generation X is often called the "forgotten middle child" between Boomers and Millennials, but with 65 million Gen Xers moving into their 50s and early 60s, they're facing a massive financial challenge: skyrocketing healthcare costs. In this episode of Friends Talk Money, Pam Krueger, Terry Savage, and Richard Eisenberg unpack why healthcare, not retirement savings, is now the #1 financial concern for Gen X. From high insurance premiums and long-term care to hidden out-of-pocket costs, we break down: Why Gen X is more worried about healthcare than retirement savings How rising costs are squeezing families still raising kids & saving for retirement What Medicare will and won't cover Smart planning tools: HSAs, catch-up contributions & employer health benefits Why fee-only fiduciary advisors can help Gen Xers plan ahead and avoid surprises If you're Gen X (or love someone who is), this is a must-listen to help prepare for a healthier, more financially secure retirement.  Links: This is Generation X's biggest retirement worry — and it's not money (MarketWatch) Gen X Is Headed for Retirement Crisis: 5 Ways To Avoid Being Part of the Trend (GoBankingRates) Three Things You Should Do – And Not Do – To Prepare For Your Retirement (Wealthramp) Health Savings Account (Terry Savage) Want to Retire at 67? See if You Can Answer These Five Questions (Kiplinger)

More Americans in their 50s, 60s, and beyond are starting businesses than ever before—but they're also facing new, mounting challenges. In this episode of Friends Talk Money, we unpack what's fueling this surge in encore entrepreneurship and how recent policy shifts—especially cuts to the Small Business Administration (SBA) and new trade barriers—are making it harder for older founders to succeed. Special guest Hedy Ratner, co-founder of the Women's Business Development Center, joins us to discuss how older entrepreneurs, particularly women and minorities, are being affected. We cover: Why older Americans are launching businesses in record numbers How Trump-era policy changes are shrinking access to critical SBA support Why tariffs and trade policy shifts are squeezing small business margins What this means for women-, minority-, and veteran-owned businesses What encore entrepreneurs need to do now to protect and grow their ventures If you're starting or running a small business later in life, you'll want to hear what's changing—and what resources are still out there to help you thrive.   Links: Women's Business Development Center (WBDC) SCORE Small Business Administration (SBA) Most boomers and Gen X-ers are terrified about running out of money in retirement — even if they're already retired (Marketwatch)  

The 2025 Budget Bill — aka the "One Big Beautiful Bill" — is now law. But behind the headlines and hype, how does it impact your taxes, Social Security, Medicare, estate plan, and healthcare costs? In this episode of Friends Talk Money, Pam Krueger, Terry Savage, and Richard Eisenberg break down what really matters — no politics, no spin, just the facts that can help (or hurt) your financial future. What you'll learn: What the $6,000 senior tax deduction really does — and who qualifies Whether your Social Security will still be taxed Big changes to the SALT deduction and why it matters in high-tax states Updates to Medicare, Medicaid, and long-term care planning New tax breaks on car loans, overtime, and tips (but only for some!) How the $15M estate tax exemption could affect your legacy A powerful HSA change most people haven't noticed Bottom line: If you're retired or planning for retirement, this bill changes the game. Talk to your CPA, estate attorney, or fiduciary financial advisor now.

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 is changing the game. In this episode, you'll learn: Why most Americans underestimate the true cost and likelihood of needing long-term care How Waterlily uses AI and over 500 million data points to predict your personal care needs The real numbers behind self-funding vs. insurance for long-term care How to make smarter, unbiased decisions for your future, your family, and your finances What's ahead for AI in financial planning and eldercare Lily also shares her inspiring journey from NASA intern to health tech entrepreneur, and how her family's experience sparked a mission to help others plan ahead with confidence. If long-term care planning has been on your mind—or should be—this is a conversation worth hearing.  

Special Guest: Lisa Gomez Big changes are coming to your 401(k) and workplace retirement plans in 2025 — are you ready for them? In this new episode, the Friends Talk Money team sits down with retirement policy expert Lisa Gomez (former Assistant Secretary of Labor for Employee Benefits Security) to unpack what's changing and how it could affect your money. We're covering: How catch-up contributions are getting a big boost for people aged 60-63 Why Roth 401(k)s are becoming a bigger deal — especially for higher earners The growing trend of adding private market and crypto investments inside retirement plans (should you be excited or concerned?) New guaranteed lifetime income options and what they mean for your future paychecks in retirement Lisa Gomez, who oversaw over 800,000 workplace retirement plans as head of the Employee Benefits Security Administration, shares expert insights on how these changes impact your retirement readiness, the pros and cons of more investment choices, and the crucial role of professional advice.If you're saving for retirement, planning your exit, or already retired, this conversation is for you. Listen now to learn: How to make the most of new catch-up contribution rules What "Rothification" means for your taxes and withdrawals The pros and cons of adding alternative investments to your 401(k) Smart questions to ask your employer or financial advisor

If you're like a lot of people nearing retirement, your 401(k) or 403(b) is probably the biggest part of your savings. But do you actually know how it's invested—or how much risk in stocks you're taking on without realizing it? In this episode of Friends Talk Money, we're going to look more closely. Ron Surz, a long-time retirement investing expert and president of Target Date Solutions joins us—and he's not afraid to call out where he thinks popular target date funds are falling short. He'll walk us through what he believes is a better way to structure retirement portfolios, especially for people in their 50s, 60s, and those already retired. We'll talk about: What's really under the hood in your retirement plan The real risks inside target date funds—and how they're built What Ron recommends instead, and why What to think about before you roll over your retirement savings The most common mistakes people make late in the game—and how to avoid them. Whether you're in your 50s, 60s, or already retired, this conversation will give you actionable steps to take control of your retirement savings today. Terry Savage: What's in YOUR retirement plan? (Chicago Tribune) Baby Boomer Investing Show Ron Surz, Target Date Solutions (401k Specialist) 4 Things You Can Control in Retirement (Pam Krueger)

Is your financial advisor truly working in your best interest — or theirs? In this eye-opening episode, the Friends Talk Money team turns the mic toward their own co-host, Pam Krueger, as she reveals the personal story behind Wealthramp, the platform she created to connect investors with trustworthy, vetted financial advisors. Pam shares the shocking truths she uncovered about conflicts of interest in the financial industry and why too many investors unknowingly work with advisors who don't prioritize their clients' financial well-being. Learn how Wealthramp is disrupting the traditional advisor model by putting integrity, transparency, and fiduciary responsibility front and center. If you've ever wondered how to find a financial advisor you can actually trust — this conversation is a must-watch.    

In this episode of Friends Talk Money, we're joined by Phil Moeller, renowned journalist and co-author of Get What's Yours: The Secrets to Maxing Out Your Social Security. Phil dives into all things Social Security—unpacking the latest changes, what they mean for you, and how to make smart decisions that can boost your retirement benefits. Topics we cover: Key Social Security changes for 2025 and beyond How these updates may affect your benefits Strategies to optimize your Social Security claiming decisions Common mistakes to avoid when planning for retirement Whether you're nearing retirement, already collecting benefits, or helping a loved one make financial decisions, this episode is packed with practical advice and essential information you won't want to miss.