Big Picture Retirement®

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https://www.rossandshoalmire.com/
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https://www.bigpictureretirement.com/
290 shares

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The Hidden Cost of Delaying Social Security

Monday, November 3, 2025 • Duration 33:22

You've heard it a thousand times: "Wait until 70 to file for Social Security." But if that's such obvious advice, why do most retirees file earlier? In this episode, we uncover the hidden cost of waiting and the trade-offs most experts ignore. You'll learn how early withdrawals, taxes, and real-life emotions all change the math—and why the "right" answer isn't the same for everyone.

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/

If you're thinking, "I love the Big Picture Retirement podcast!" please consider rating and reviewing this show! This helps us support more people -- just like you -- move toward a confident retirement. Just scroll down to the "ratings and reviews" section, tap to rate with five stars, and select "Write a Review." Then be sure to let us know what you loved most about the episode!

Also, if you haven't done so already, follow the podcast. We add new content every week, and if you're not following, you'll likely miss out. Follow now!

Don't miss the Big Picture Retirement Planning Cheat Sheet. We've distilled the essential brackets, thresholds, and rules of retirement into an easy-to-digest, three-page summary. https://www.carrolladvisory.com/pl/2148282517

Want to ask Devin or John your question? Just visit https://www.bigpictureretirement.com/ and click on the "Ask A Question" menu selection.

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Inbox Question | What's the Big Deal with HSAs

Thursday, October 30, 2025 • Duration 08:13

Daryl wants a simple explanation of why Health Savings Accounts matter and what makes them such a powerful retirement planning tool.

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/

If you're thinking, "I love the Big Picture Retirement podcast!" please consider rating and reviewing this show! This helps us support more people -- just like you -- move toward a confident retirement. Just scroll down to the "ratings and reviews" section, tap to rate with five stars, and select "Write a Review." Then be sure to let us know what you loved most about the episode!

Also, if you haven't done so already, follow the podcast. We add new content every week, and if you're not following, you'll likely miss out. Follow now!

Don't miss the Big Picture Retirement Planning Cheat Sheet. We've distilled the essential brackets, thresholds, and rules of retirement into an easy-to-digest, three-page summary. https://www.carrolladvisory.com/pl/2148282517

Want to ask Devin or John your question? Just visit https://www.bigpictureretirement.com/ and click on the "Ask A Question" menu selection.

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Overview of the One, Big, Beautiful Bill

Monday, July 14, 2025 • Duration 32:11

In this episode, we break down the newly signed One Big Beautiful Bill Act (OBBBA) and what it means for retirees. From the extension of the 2017 tax cuts to new rules around Roth conversions, Social Security taxation, and a brand-new "Senior Deduction"—there's a lot packed into this legislation. We'll walk you through the major provisions, highlight how they may affect your retirement income strategy, and share practical planning moves to consider.

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/

If you're thinking, "I love the Big Picture Retirement podcast!" please consider rating and reviewing this show! This helps us support more people -- just like you -- move toward a confident retirement. Just scroll down to the "ratings and reviews" section, tap to rate with five stars, and select "Write a Review." Then be sure to let us know what you loved most about the episode!

Also, if you haven't done so already, follow the podcast. We add new content every week, and if you're not following, you'll likely miss out. Follow now!

Don't miss the Big Picture Retirement Planning Cheat Sheet. We've distilled the essential brackets, thresholds, and rules of retirement into an easy-to-digest, three-page summary. https://www.carrolladvisory.com/pl/2148282517

Want to ask Devin or John your question? Just visit https://www.bigpictureretirement.com/ and click on the "Ask A Question" menu selection.

Straight From Our Inbox: Listener Voicemails and more

Monday, October 9, 2023 • Duration 49:03

In today's episode, Devin and John answer a few questions from listener's voicemails!

Join us as we dissect these questions, providing you with actionable insights and strategies to give you clarity and confidence about your retirement. 🎙️📈👥

If you're thinking "I love the Big Picture Retirement podcast" please consider rating and reviewing this show! This helps us support more people -- just like you -- move toward a confident retirement. Just scroll down to the "ratings and reviews" section, tap to rate with five stars, and select "Write a Review." Then be sure to let us know what you loved most about the episode!

Also, if you haven't done so already, follow the podcast. We're adding new content every week and if you're not following there's a good chance you'll miss out. Follow now!

Want to ask Devin or John your question? Just visit https://www.bigpictureretirement.com/ and look for the tab on the right side that says "Send A Voicemail."

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://www.carrolladvisory.com/

Contact John's team at https://www.rossandshoalmire.com/

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Is Your Advisor Worth 1%?

Monday, October 2, 2023 • Duration 27:39

In this episode, we dive into the real worth of a financial advisor. If they're only offering investment management or just lightly touching upon financial planning, is that 1% fee justifiable? Then Devin and John talk about the evolution of how compensation for advice has changed – from its commission-based roots to percentage-based asset management fees, and now, towards the emerging trend of flat fee charges.

If you're thinking "I love the Big Picture Retirement podcast" please consider rating and reviewing this show! This helps us support more people -- just like you -- move toward a confident retirement. Just scroll down to the "ratings and reviews" section, tap to rate with five stars, and select "Write a Review." Then be sure to let us know what you loved most about the episode!

Also, if you haven't done so already, follow the podcast. We're adding new content every week and if you're not following there's a good chance you'll miss out. Follow now!

Want to ask Devin or John your question? Just visit https://www.bigpictureretirement.com/ and look for the tab on the right side that says "Send A Voicemail."

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://www.carrolladvisory.com/

Contact John's team at https://www.rossandshoalmire.com/

Read moreCollapse

LLC Protection: Myths, Realities, and Navigating Personal Judgments

Monday, September 25, 2023 • Duration 20:34

In this episode, John dives deep into the intricacies of charging orders for LLCs. If you own an LLC, what happens when there's a personal judgment against you? How do state laws influence the level of protection? Many view LLCs as a protective measure, especially when holding valuable assets like real estate. Yet, while these structures are designed to offer a shield, are there circumstances where one's personal liabilities can affect their business assets?

From understanding the foundational purpose of an LLC to discussing the nuances of outside liabilities, we tackle all these questions and more.

If you're thinking "I love the Big Picture Retirement podcast" please consider rating and reviewing this show! This helps us support more people -- just like you -- move toward a confident retirement. Just scroll down to the "ratings and reviews" section, tap to rate with five stars, and select "Write a Review." Then be sure to let us know what you loved most about the episode!

Also, if you haven't done so already, follow the podcast. We're adding new content every week and if you're not following there's a good chance you'll miss out. Follow now!

Want to ask Devin or John your question? Just visit https://www.bigpictureretirement.com/ and look for the tab on the right side that says "Send A Voicemail."

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://www.carrolladvisory.com/

Contact John's team at https://www.rossandshoalmire.com/

Read moreCollapse

On Air - Your Software Is Getting It WRONG

Thursday, September 21, 2023 • Duration 23:39

In this episode, we open the phone lines and talk directly with our listeners to answer their burning questions.

Mark from Maryland starts us off, delving into the graduated progression of taxation. Devin sheds light on the historical backdrop and the ongoing challenges of the Social Security Trust Fund, underscoring the reverberations of past political decisions.

Lola from Kansas grapples with the optimal timing of her Social Security benefits claim, juxtaposed against the future of her Medicare once her husband steps into retirement. Devin and John unpack the intricacies of Medicare, particularly when transitioning from an employer offering continued health insurance.

Carolyn from North Carolina seeks clarity on the often-misunderstood spousal benefit. Devin elucidates the disparities in benefits between higher earning spouses and their lower or non-earning counterparts.

Lastly, Kevin from Indiana, on the brink of his retirement in March, is on the lookout for guidance on navigating his debt, his 457 plan, and the maze of Social Security benefits. Armed with Kevin's detailed financial profile, the hosts chart out strategic avenues, emphasizing the criticality of gauging net income needs prior to retirement decisions. The conversation also touches on tax implications, the art of bracket management, and the sway of interest rates over debts.

If you're thinking "I love the Big Picture Retirement podcast" please consider rating and reviewing this show! This helps us support more people -- just like you -- move toward a confident retirement. Just scroll down to the "ratings and reviews" section, tap to rate with five stars, and select "Write a Review." Then be sure to let us know what you loved most about the episode!

Also, if you haven't done so already, follow the podcast. We're adding new content every week and if you're not following there's a good chance you'll miss out. Follow now!

Want to ask Devin or John your question? Just visit https://www.bigpictureretirement.com/ and look for the tab on the right side that says "Send A Voicemail."

Will Roth IRAs Become Taxable?

Monday, September 18, 2023 • Duration 19:56

Is it possible that Roth IRAs will be taxable in the future?

Could they change the rules and start including the distributions from a Roth as part of your taxable income?

If you're thinking "I love the Big Picture Retirement podcast" please consider rating and reviewing this show! This helps us support more people -- just like you -- move toward a confident retirement. Just scroll down to the "ratings and reviews" section, tap to rate with five stars, and select "Write a Review." Then be sure to let us know what you loved most about the episode!

Also, if you haven't done so already, follow the podcast! We're adding new content every week and if you're not following there's a good chance you'll miss out. Follow now!

Want to ask Devin or John your question? Just visit https://www.bigpictureretirement.com/ and look for the tab on the right side that says "Send A Voicemail."

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://www.carrolladvisory.com/

Contact John's team at https://www.rossandshoalmire.com/

Read moreCollapse

Has the IRS Ended the Step-Up Basis for Trusts?

Monday, September 11, 2023 • Duration 32:40

In this episode, we dive into the recent IRS revenue ruling that has the financial and estate planning communities buzzing. The possibility that trust accounts may no longer benefit from a step-up in basis has caused some panic among individuals who have used trust planning as the cornerstone of their estate plans. For decades, the step-up in basis has been a cornerstone of estate planning, allowing assets to pass on to heirs with a new cost basis set at the date of the original owner's death. But what does this new ruling mean for the future of estate transfers, wealth management, and tax implications?

Join us as we unpack:

A brief history of the step-up in basis and why it's significant.
An overview of the IRS revenue ruling in question.
Potential implications for trust accounts and their beneficiaries.

If you're trying to understand what this could mean for your family's future, this episode promises to shed light on a topic that could reshape the estate planning landscape.

If you're thinking "I love the Big Picture Retirement podcast" please consider rating and reviewing this show! This helps us support more people -- just like you -- move toward a confident retirement. Just scroll down to the "ratings and reviews" section, tap to rate with five stars, and select "Write a Review." Then be sure to let us know what you loved most about the episode!

Also, if you haven't done so already, follow the podcast. We're adding new content every week and if you're not following there's a good chance you'll miss out. Follow now!

Want to ask Devin or John your question? Just visit https://www.bigpictureretirement.com/ and look for the tab on the right side that says "Send A Voicemail."

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://www.carrolladvisory.com/

Straight From Our Inbox: Listener Voicemails on Social Security and More

Tuesday, September 5, 2023 • Duration 35:47

In today's episode, Devin and John answer a few questions from listener's voicemails. Here's a glimpse of what we discuss:

Carol wonders if her husband can start collecting Social Security on her benefits, despite her already receiving hers.
Cynthia brings a multifaceted query on government pensions, deceased spouse benefits, and the intricacies surrounding her mother's and stepfather's financial landscape.
Michael seeks clarity on the Secure Act 2.0, especially regarding Qualified Charitable Distributions (QCD) and their tax implications.
Clark delves into the optimal timing for claiming his Social Security benefits, while navigating the complex considerations surrounding retirement investment strategies and market dynamics.
Bobby is curious about the specifics of the full retirement age year and its timeframe.
In another call, Michael navigates the transition from SSI to Social Security for a disabled adult and the health insurance implications involved.
Lilo ponders the transition between spousal benefits and survivorship benefits in the unfortunate event of his passing, and how that impacts his younger wife's benefits.
And finally, Kathleen, dealing with the ramifications of the Secure Act, seeks advice on handling the inherited IRA from her late mother and understanding the tax implications of her Required Minimum Distributions.

Join us as we dissect these questions, providing you with actionable insights and strategies to give you clarity and confidence about your retirement. 🎙️📈👥

If you're thinking "I love the Big Picture Retirement podcast" please consider rating and reviewing this show! This helps us support more people -- just like you -- move toward a confident retirement. Just scroll down to the "ratings and reviews" section, tap to rate with five stars, and select "Write a Review." Then be sure to let us know what you loved most about the episode!

Also, if you haven't done so already, follow the podcast. We're adding new content every week and if you're not following there's a good chance you'll miss out. Follow now!

Big Picture Retirement® – Details, episodes & analysis

Podcast details

Recent rankings

Apple Podcasts

Spotify

Shared links between episodes and podcasts

RSS feed quality and score

Publication history

Latest published episodes

Related Shows Based on Content Similarities

Apple Podcasts

Spotify

Related Shows Based on Content Similarities

Big Picture Retirement® – Details, episodes & analysis

Podcast details

Recent rankings

Apple Podcasts

Spotify

Shared links between episodes and podcasts

Other99+

RSS feed quality and score

Publication history

Latest published episodes

Similar podcasts and content

Related Shows Based on Content Similarities

Apple Podcasts

Spotify

Related Shows Based on Content Similarities

Other99+

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