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Big Picture Retirement®

Devin Carroll, CFP® & John Ross, JD
Big Picture Retirement®
Latest episode

309 episodes

  • Big Picture Retirement®

    Do Retirees Actually Run Out of Money?

    17/08/2026 | 33 mins.
    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 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/ 
    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.
  • Big Picture Retirement®

    They Froze His $3,000,000 Retirement Account

    11/08/2026 | 35 mins.
    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 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.
  • Big Picture Retirement®

    Will A Roth Conversion Save You Taxes?

    15/06/2026 | 23 mins.
    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.
  • Big Picture Retirement®

    The Gift Tax Loophole Congress Wants to Close

    08/06/2026 | 26 mins.
    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.
  • Big Picture Retirement®

    How to Get a Full Step-Up in Basis (Even If You Don't Live in a Community Property State)

    02/06/2026 | 32 mins.
    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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About Big Picture Retirement®
Planning for, or already enjoying, your retirement? This is the show for you. The success of your retirement hinges on how well you connect the dots between legal, tax, and financial planning. Join your hosts John Ross, JD and Devin Carroll, CFP® as they dig beneath the surface to help you gain the confidence and clarity needed to navigate your retirement journey successfully.
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