Jacksonville’s Retirement Coach with Adam Wolf
by Adam Wolf
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From 15 epsHost
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Recent episodes
Could You Be Paying Medical Bills You Don't Actually Owe?
Aug 18, 2026
38m 49s
Will Your Family Be Ready If Long-Term Care Becomes Necessary?
Jul 28, 2026
18m 16s
The Retirement Deadlines You Can't Afford to Miss
Jul 14, 2026
20m 53s
The New Retirement Threat: Smarter Scams, Bigger Risks
Jun 23, 2026
22m 19s
Retirement Relocation Regrets: What No One Tells You
Jun 9, 2026
21m 13s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 8/18/26 | Could You Be Paying Medical Bills You Don't Actually Owe? | What if the medical bill you just paid wasn't actually yours to pay? In this episode of Jacksonville's Retirement Coach, Adam Wolf welcomes board-certified patient advocate Mary Daniel, founder of Daniel Advocacy Group, for a powerful conversation about navigating today's healthcare system. Mary shares her personal journey caring for her husband after his Alzheimer's diagnosis, the advocacy work that grew from her viral role as a nursing home dishwasher during COVID, and her ongoing efforts to protect patients and caregivers nationwide. The discussion also explores medical billing errors, long-term care planning, insurance advocacy, and why having someone in your corner can make all the difference during a healthcare crisis. Do you have questions about growing your wealth with tax efficiency and low risk in retirement? Visit wolfretirement.com or call (904) 232-8760 for a free portfolio analysis today! Adam and the team will lean on his 25 years of experience to help build you a complimentary Retire Smart Plan. Facebook | Instagram | YouTubeSee omnystudio.com/listener for privacy information. | 38m 49s | ||||||
| 7/28/26 | Will Your Family Be Ready If Long-Term Care Becomes Necessary? | What happens when long-term care isn't part of the plan and your family has to make difficult decisions on the fly? In this episode, Adam Wolf discusses the realities of long-term care planning, from the emotional impact on loved ones to the financial challenges many families face. He explores common misconceptions about long-term care, why Medicare may not cover as much as people expect, and the options available for addressing future care needs. The conversation also highlights the importance of having proactive discussions before a health event forces decisions to be made under pressure. Do you have questions about growing your wealth with tax efficiency and low risk in retirement? Visit wolfretirement.com or call (904) 232-8760 for a free portfolio analysis today! Adam and the team will lean on his 25 years of experience to help build you a complimentary Retire Smart Plan. Facebook | Instagram | YouTubeSee omnystudio.com/listener for privacy information. | 18m 16s | ||||||
| 7/14/26 | retirement planningfinancial decisions+5 | — | wolfretirement.com | MedicareSocial Security | retirement deadlinesfinancial future+7 | — | 20m 53s | ||
| 6/23/26 | retirement scamsfraud prevention+3 | — | IRSwolfretirement.com+3 | — | retirementscams+5 | — | 22m 19s | ||
| 6/9/26 | retirement relocationfinancial planning+4 | — | wolfretirement.com | JacksonvilleFlorida | retirementrelocation+5 | — | 21m 13s | ||
| 5/19/26 | 401(k) managementretirement planning+3 | — | wolfretirement.comFacebook+2 | Jacksonville | 401(k)IRA rollover+5 | — | 14m 09s | ||
| 5/5/26 | retirement planningexpectation vs. reality+4 | — | wolfretirement.comSocial Security+1 | Jacksonville | retirementfinancial planning+5 | — | 16m 23s | ||
| 3/10/26 | financial planningcouples and money+3 | — | wolfretirement.com | — | financial planningretirement+4 | — | 14m 57s | ||
| 2/24/26 | tax planningretirement+3 | — | wolfretirement.com | Jacksonville | tax seasonretirement planning+3 | — | 15m 41s | ||
| 2/10/26 | retirement planningfinancial tools+4 | — | wolfretirement.com | Jacksonville | safe moneydead money+5 | — | 17m 09s | ||
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| 1/27/26 | financial threatsretirement planning+5 | — | wolfretirement.com | Jacksonville | financial threatsretirement+5 | — | 16m 59s | ||
| 1/6/26 | financial resolutionsretirement planning+4 | — | wolfretirement.com | Jacksonville | retirementfinancial goals+4 | — | 20m 34s | ||
| 12/23/25 | retirement planningtax strategies+4 | — | wolfretirement.com | Jacksonville | retirementtax advantages+5 | — | 20m 44s | ||
| 12/9/25 | legacy planninginheritance+4 | — | wolfretirement.com | Jacksonvillebackyard | legacy planninginheritance+5 | — | 17m 37s | ||
| 11/25/25 | inheritanceproperty+4 | — | wolfretirement.com | JacksonvilleFlorida | inheritancelegacy luggage+4 | — | 17m 46s | ||
| 11/11/25 | retirement portfolioinvestment pitfalls+4 | — | wolfretirement.comFacebook+2 | Jacksonville | retirementportfolio+5 | — | 17m 13s | ||
| 10/28/25 | American Dreamretirement planning+4 | — | wolfretirement.com | Jacksonville | American dreamretirement+4 | — | 19m 56s | ||
| 10/14/25 | Is Your Financial Advisor Your Money Doctor? | 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 is just as important as a physical one, and how the right partnership can make all the difference in retirement. Tune in for candid stories, practical advice, and a fresh perspective on managing your money. Do you have questions about growing your wealth with tax efficiency and low risk in retirement? Then go to wolfretirement.com or call (904) 232-8760 for a free portfolio analysis today! Adam and the team will lean on his 25 years of experience to help build you a complimentary Retire Smart Plan Facebook | Instagram | YouTubeSee omnystudio.com/listener for privacy information. | 20m 03s | ||||||
| 9/30/25 | Retirement Rules You Should Break | 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 climb at the 29029 event and how it ties back to giving back in the community. Do you have questions about growing your wealth with tax efficiency and low risk in retirement? Then go to wolfretirement.com or call (904) 232-8760 for a free portfolio analysis today! Adam and the team will lean on his 25 years of experience to help build you a complimentary Retire Smart Plan Facebook | Instagram | YouTubeSee omnystudio.com/listener for privacy information. | 22m 32s | ||||||
| 7/29/25 | Should You Pay Taxes Now to Save Later? | 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 hikes. Whether you're curious or confused about Roths, this episode offers a clear, practical starting point. Do you have questions about growing your wealth with tax efficiency and low risk in retirement? Then go to wolfretirement.com or call (904) 232-8760 for a free portfolio analysis today! Adam and the team will lean on his 25 years of experience to help build you a complimentary Retire Smart Plan Facebook Instagram YouTubeSee omnystudio.com/listener for privacy information. | 9m 39s | ||||||
| 7/15/25 | New Laws, Big Impact: How the OB-BBA Could Reshape Your Retirement | 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 future. Whether you're nearing retirement or already there, this episode offers timely insights into how legislative shifts could impact your financial game plan. Do you have questions about growing your wealth with tax efficiency and low risk in retirement? Then go to wolfretirement.com or call (904) 232-8760 for a free portfolio analysis today! Adam and the team will lean on his 25 years of experience to help build you a complimentary Retire Smart Plan Facebook Instagram YouTubeSee omnystudio.com/listener for privacy information. | 10m 46s | ||||||
| 6/10/25 | Five questions clients commonly ask | 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. Do you have questions about growing your wealth with tax efficiency and low risk in retirement? Then go to wolfretirement.com or call (904) 232-8760 for a free portfolio analysis today! Adam and the team will lean on his 25 years of experience to help build you a complimentary Retire Smart Plan Facebook Instagram YouTubeSee omnystudio.com/listener for privacy information. | 16m 39s | ||||||
| 5/27/25 | People worrying about poverty more than death? How to make a plan with confidence | 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 them that. Do you have questions about growing your wealth with tax efficiency and low risk in retirement? Then go to wolfretirement.com or call (904) 232-8760 for a free portfolio analysis today! Adam and the team will lean on his 25 years of experience to help build you a complimentary Retire Smart Plan https://www.facebook.com/wolfretirement https://www.instagram.com/wolfretirement_jax/ https://www.youtube.com/channel/UC8hIs26kEfd8dySWLzyRicwSee omnystudio.com/listener for privacy information. | 13m 44s | ||||||
| 5/14/25 | How Shedeur Sanders got us on the topic of scams | 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 post-tax part with their clients and how is a long-suffering Jaguars fan. Do you have questions about growing your wealth with tax efficiency and low risk in retirement? Then go to wolfretirement.com or call (904) 232-8760 for a free portfolio analysis today! Adam and the team will lean on his 25 years of experience to help build you a complimentary Retire Smart Plan https://www.facebook.com/wolfretirement https://www.instagram.com/wolfretirement_jax/ https://www.youtube.com/channel/UC8hIs26kEfd8dySWLzyRicwSee omnystudio.com/listener for privacy information. | 14m 21s | ||||||
| 5/6/25 | The 3 E’s of dealing with analysis paralysis | 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 Jacksonville 20 years ago. Do you have questions about growing your wealth with tax efficiency and low risk in retirement? Click here or call 904-944-5828 for a free portfolio analysis today! Adam and the team will lean on his 25 years of experience to help build you a complimentary Retire Smart Plan. Follow us on social media: YouTube | Facebook | InstagramSee omnystudio.com/listener for privacy information. | 16m 10s | ||||||
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