Jacksonville’s Retirement Coach with Adam Wolf

What if the biggest threats to your retirement aren’t market swings--but the habits you don’t even realize are holding you back? In this episode, Jacksonville’s retirement coach Adam Wolf breaks down the most common self‑inflicted roadblocks that derail retirees, from lacking a withdrawal plan to overlooking taxes, inflation, healthcare costs, and RMD rules. Adam also unpacks the emotional side of money—fear...

Nearly 70% of Americans set financial resolutions each new year, but most fall short by February. On this episode of Jacksonville’s Retirement Coach, Adam Wolf tackles the realities of sticking to your goals in 2026. From new tax rules and deduction strategies to managing market volatility, inflation, and the emotional side of retirement, they break down what it takes to build a resilient plan. Discover why balancing technolo...

Are you ready for 2026, or is your retirement plan stuck in last year’s checklist? On Jacksonville’s Retirement Coach, Adam Wolf shares essential end-of-year strategies to help you maximize tax advantages, avoid costly RMD mistakes, and make smart portfolio moves before the calendar flips. From Roth conversions to charitable giving and tax-loss harvesting, this episode breaks down what matters most for your financial fu...

What do pot-bellied pigs and your legacy have in common? In this episode, Adam Wolf explores the wild world of legacy planning, from unconventional heirlooms to buried backyard cash. Discover why most families avoid crucial conversations about wills and inheritance and learn the essentials everyone should have in place—no matter how eccentric their assets. Whether you’re a Gen Xer feeling retirement anxiety or a millenn...

What happens when the homes boomers cherish become “legacy luggage” for their millennial heirs? In this episode, Adam Wolf unpacks the emotional and financial realities of inheriting aging family homes, from unexpected costs to the myths about passing down property. Discover why most heirs end up selling, how to avoid probate, and the crucial conversations families need before the great wealth transfer. Plus, learn abou...

Where is your retirement money quietly losing value? In this episode, Adam Wolf exposes the hidden pitfalls lurking in common retirement investments—from variable annuities with steep fees to target date funds and company stock in 401(k)s. Discover why “the devil is in the details” when it comes to fees, restrictions, and fine print, and learn how small percentages can make a big difference over time. Adam breaks ...

Is the American dream still within reach, or has it become a luxury for the few? In this episode, Adam Wolf unpacks the real price tag of modern life, from raising kids to retiring comfortably. Discover why the “magic number” for retirement isn’t one-size-fits-all, and how your personal definition of success shapes your financial plan. Adam shares practical strategies for balancing family support, retirement savin...

Would you trust your financial advisor like you trust your doctor? In this episode, Jacksonville’s Retirement Coach Adam Wolf explore the surprising parallels between financial planning and medical care. From preventative strategies to emotional hurdles, Adam shares how building a lifelong relationship with your advisor can help you navigate life’s financial emergencies and transitions. Discover why a financial checkup ...

Think you need a million dollars to retire or must follow the 4% rule? Jacksonville’s Retirement Coach Adam Wolf unpacks the seven most common retirement “rules of thumb” and reveals which ones are worth breaking. From spending confidently in retirement to deciding when to claim Social Security, Adam shares real stories and practical advice for finding financial freedom on your own terms. Plus, hear about his epic...

Think “tax-free retirement” sounds too good to be true? In this episode, Kacey Biddy and retirement planner Adam Wolf unpack the real story behind Roth conversions—what they are, how they work, and when they might (or might not) make sense. From tax implications to timing strategies, Adam breaks down the essentials for anyone nearing retirement and wondering how to protect more of their savings from future tax hik...

What if a new law could quietly reshape your retirement? In this episode, Kacey Biddy sits down with certified financial planner Adam Wolf to unpack the sweeping changes from the One Big Beautiful Bill Act and the Make American Workers and Families Thrive Again Bill. From expanded Social Security deductions to permanent tax cuts and charitable giving strategies, Adam breaks down what retirees need to know now to protect their futur...

Adam Wolf of Wolf Retirement navigation shares questions that he often hears from people, including about mortgages, risk, legacy planning, life insurance, and enjoying their money. Adam describes how each situation is different, but leans on his 25 years in the industry to share what some common delineations are for each subject. And Adam discusses his daughter’s promotion to 7th grade and how time just does not slow down.

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Adam Wolf discusses a recent survey that reveals 71% of Gen-Xers near retirement are afraid of going broke more than dying. He talks about how he helps clients at Wolf Retirement Navigation set up plans and adjust their market exposure to their risk tolerance. Adam even shares stories about clients who did not have huge amounts of assets, but still had very durable retirement income plans and the reassurance they got when he told t...

Adam Wolf discusses a recent prank call that new Cleveland Browns QB Shedeur Sanders received and relate that to a thing almost everyone else experiences: scams. He explains what different kinds of scams he encounters and how easily people fall for things that seem real. And Adam shares what not to do, especially involving electronically transferring personal information. Adam also talks about Wolf Retirement Navigation’s pos...

Adam Wolf talks about Gen-Z’s struggling to decide what to wear to work and how that relates to all the different retirement and financial choices people face. He discusses the three E’s: energy, effort, enjoyment. And shares how people need to consider those when trying to decide whether to make their own retirement plan or to hire a financial advisor. Adam also shares why spring weather is the reason he moved to Jacks...

Adam Wolf discusses the recent tariff-volatility and what that can mean for retirees. He explains the importance of right-sizing risk and protecting the principal. Then Adam lays out five risks to account for: estate planning, taxes, the market, Medicare, and long-term care. He also talks about his sister moving to Jacksonville and the end-of-tax-season happy hour his office will host.

Do you have questions about growing your wealt...

Adam Wolf talks about an asteroid’s decreasing chances it will hit Earth and ways to avoid financial disasters. He speaks about three types of financial calamities and walks through some questions people should ask to help avoid them. Adam talks about why he prefers probability over possibility and shares what he has learned by living through multiple market downturns. And Adam talks about some of his TV work and why he enjoy...

Adam Wolf compares Daytona 500 winner William Byron’s decision not to bring extra clothes in case he won the race to the pitfalls of not having a good retirement plan. He breaks down three things people should do when making these plans and shares what people often get wrong when they do. Adam also shares about a really cool piece of Lynyrd Skynyrd memorabilia he owns.

Do you have questions about growing your wealth with tax ...

Adam Wolf discusses robo-advisors or AI chat bots that offer services. He explains how big financial firms use these and how sometimes these bots can be inaccurate. Adam also describes two areas he thinks that a real-life advisor is needed the most: developing an income plan from accounts that a spread all over, developing a tax strategy unique to a person. He also highlights four women in his office who either just joined the team...