One Business Sale, Millions in Taxes: Are You Prepared?

What would you do if a $50 million business sale triggered a $15 million tax bill? In this episode, Mike Canet and Ryan Herbert discuss a real-world case involving a business owner approached by data center developers during the AI boom. They explore how major asset sales can create significant tax…

Are You Closer to Retirement Than You Think?

Think you're years away from retirement? You may be closer than you realize, but replacing your paycheck takes more planning than most people expect. Ryan Herbert and Katherine Groce discuss what it really takes to retire before traditional retirement age, including creating multiple income sources…

$1 Million Today or $60,000 per Year for Life? The Answer That Sparked a Firestorm

Would you take a guaranteed $60,000 a year for life over a tax-free $1 million lump sum? That simple question sparked thousands of comments and a heated debate online. Ryan Herbert and Katherine Groce break down the reasoning behind choosing lifetime income, while addressing arguments involving hig…

The Biggest Retirement Mistake Many People Make After 50

What if the years after your kids leave home are the most important years for your retirement plan? As families transition into the empty nest stage, Mike Canet and Ryan Herbert discuss why ages 50 to 60 can be a pivotal time for retirement preparation. They cover catch-up contributions, evaluating…

Why Retirement Feels Scary Even When You've Done Everything Right

Randy announces his retirement and highlights the many emotions that come with the transition away from his career. Jennifer, The Savvy Investor's newest co-host, joins Randy and Mike Canet to discuss how you can spend years preparing for retirement and still feel uneasy when the paycheck stops. In…

Could Your 401k Become a Tax Problem in Retirement?

One retiree's first required minimum distribution added $42,000 to his tax bill, raising a question many savers never see coming. In this episode, Lawrence Kiely & Katherine Groce discuss how RMDs can affect taxes, Social Security taxation, and Medicare premiums. They explore Roth conversions, char…

Old Stocks, Lost Assets, and Costly Retirement Mistakes

That old stock certificate, forgotten 401(k), or inherited investment could be worth more attention than you think. Mike Canet and Ryan Herbert discuss the overlooked assets many people bring into retirement, from decades-old stock holdings and abandoned accounts to outdated annuities and inherited…

Should You Take Social Security Early? The Answer Isn’t So Simple

Think taking Social Security early is always the smartest move? Think again. In this episode, Mike Canet breaks down why Social Security claiming strategies are far more personal than most people realize. From life expectancy and income needs to legacy goals, taxes, Roth conversions, and pension de…

What If Your Retirement Projection Is Missing the Most Important Details?

Your retirement calculator says you're on track, but what if it's missing the factors that matter most? This episode explores the limitations of online retirement calculators, AI tools, and probability-based projections that can make retirement readiness seem simpler than it is. Ryan Herbert and La…

The Social Security Tradeoff Most Retirees Don't Calculate

A larger Social Security benefit sounds appealing, but what if waiting means sacrificing some of your best retirement years? Ryan Herbert and Katherine Groce explore the factors that go into deciding when to claim Social Security, including longevity, cash flow needs, portfolio withdrawals, taxes, …