Latest Episode
Dolly Parton Had an Estate Plan. So What Went Wrong?
Dolly Parton had hundreds of millions of dollars, sophisticated estate planning, and a plan for what would happen after she was gone. Yet conflict still followed her death. In this episode, we look at what happened and the important lessons it offers about what a good estate plan can accomplish, what it can’t prevent, and why even the best planning can’t account for everything.
Although this show does not provide specific tax, legal, or financial advice, you can engage Devin or John through the
Recent Episodes
Oct. 12, 2026
Dolly Parton Had an Estate Plan. So What Went Wrong?
Dolly Parton had hundreds of millions of dollars, sophisticated estate planning, and a plan for what would happen after she was gone. Yet conflict still followed her death. In this episode, we look at what happened and the important lessons it offers about what a good estate plan can accomplish, what it can’t prevent, and why even the best planning can’t account for everything. Although this show does not provide specific tax, legal, or financial advice, you can engage Devin or John through the
Oct. 5, 2026
A Very Rare Opportunity for Retirees
Stocks are near record highs while fixed-income yields are at levels we haven’t seen in nearly 20 years. That combination may give retirees an unusual opportunity—but taking advantage of it requires thinking differently about how a retirement portfolio should be built. Although this show does not provide specific tax, legal, or financial advice, you can engage Devin or John through their individual firms. 📍Contact Devin’s team at https://carrolladvisory.co/podcast1 📍Contact John’s team at http
Sept. 21, 2026
7 Social Security Rules Every Retiree Needs to Know
Smart retirees can still miss important Social Security rules. In this episode, we cover 7 common rules that even well-informed retirees often overlook, and how those blind spots can affect taxes, benefits, and the overall retirement plan. Although this show does not provide specific tax, legal, or financial advice, you can engage Devin or John through their individual firms. 📍Contact Devin’s team at https://carrolladvisory.co/podcast1 📍Contact John’s team at https://www.rossandshoalmire.com/
Sept. 7, 2026
Can ChatGPT Write Your Will?
Can AI really help you create an estate plan, or could it create problems your family won't discover until it's too late? In this episode, we review a real Texas will and uncover several surprising issues involving beneficiary requirements, executor compensation, and a Lady Bird deed. It's a practical look at where AI can help with estate planning, where it can fall short, and why understanding what you're signing matters. Although this show does not provide specific tax, legal, or financial
Aug. 17, 2026
Do Retirees Actually Run Out of Money?
Do retirees actually run out of money? After reading hundreds of real retirement stories from people who did, one pattern became clear: it usually wasn't poor investing that caused the problem. In this episode, we discuss the six most common reasons retirement plans fail and what you can do now to protect yourself. Use our free retirement stress test assessment tool https://www.carrolladvisory.com/pl/2148821257 Title: 7 Social Security Rules Every Retiree Needs to Know Description: Smart retir
Aug. 11, 2026
They Froze His $3,000,000 Retirement Account
Can your brokerage firm actually stop you from accessing your own money? In this episode, we walk through a real case involving a $3 million retirement account, explain when firms are allowed to place a temporary hold, and show you what you can do now to protect your independence. Although this show does not provide specific tax, legal, or financial advice, you can engage Devin or John through their individual firms. 📍Contact Devin’s team at https://carrolladvisory.co/podcast1 📍Contact John’s
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