Not all Roth conversions are created equal — and new research shows a clear winner.
Richard Rosso breaks down a study that modeled hundreds of thousands of retirement scenarios to determine which Roth conversion strategy performs best over a 10-year period:
• Staying in a traditional IRA/401(k) and taking RMDs
• A one-time Roth conversion
• A gradual, multi-year conversion strategy
We examine how taxes, RMDs, longevity, and investment returns affect the outcome — and why a one-time conversion often comes out ahead if you can handle the upfront tax bill.
0:19 - The Sexiest Word in Finance
4:44 - The Roth Account Smile
7:29 - Roth Applications for Different Stages of Life
10:17 - Tax Hierarchy Considerations
14:09 - The Craft of Retirement Income & Withdrawals
19:07 - Roth as a Legacy Tool
21:22 - A Lifetime of Tax Savings with Roth
24:11 - Why a One-time Roth Conversion is Best Option
30:36 - Reconsidering Gradual Withdrawals
33:12 - Retirement Strategies are Personal
33:53 - Tim Allen, Mike Rowe, & Why Men Don't Work
38:14 - Thanksgiving Wishes
Hosted by RIA Advisors Director of Financial Planning, Richard Rosso, CFP
Produced by Brent Clanton, Executive Producer
-------
Watch Today's Full Video on our YouTube Channel:
https://www.youtube.com/watch?v=8mkgUOAZU7Y&list=PLVT8LcWPeAuhi47sn298HrsWYwmg8MV7d&index=1
-------
The latest installment of our new feature, Before the Bell, "Why This Pullback Isn’t a Panic" is here:
https://www.youtube.com/watch?v=bb8BeVp7ID8&list=PLwNgo56zE4RAbkqxgdj-8GOvjZTp9_Zlz&index=1
-------
REGISTER for our 2026 Economic Summit, "The Future of Digital Assets, Artificial Intelligence, and Investing:"
https://www.eventbrite.com/e/2026-ria-economic-summit-tickets-1765951641899?aff=oddtdtcreator
-------
Our Previous Show, "How The Fed Deals Liquidity: The Monetary Toolbox" is here:
https://www.youtube.com/watch?v=GnB1pog_r_I&list=PLVT8LcWPeAugpcGzM8hHyEP11lE87RYPe&index=1
-------
Get more info & commentary:
https://realinvestm entadvice.com/newsletter/
--------
SUBSCRIBE to The Real Investment Show here: http://www.youtube.com/c/TheRealInvestmentShow
--------
Visit our Site: https://www.realinvestmentadvice.com
Contact Us: 1-855-RIA-PLAN
--------
Subscribe to SimpleVisor:
https://www.simplevisor.com/register-new
--------
Connect with us on social:
https://twitter.com/RealInvAdvice
https://twitter.com/LanceRoberts
https://www.facebook.com/RealInvestmentAdvice/
https://www.linkedin.com/in/realinvestmentadvice/
#RothIRA #RetirementPlanning #TaxStrategy #IRAConversion #PersonalFinance
All content for The Real Investment Show (Full Show) is the property of Lance Roberts and is served directly from their servers
with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Not all Roth conversions are created equal — and new research shows a clear winner.
Richard Rosso breaks down a study that modeled hundreds of thousands of retirement scenarios to determine which Roth conversion strategy performs best over a 10-year period:
• Staying in a traditional IRA/401(k) and taking RMDs
• A one-time Roth conversion
• A gradual, multi-year conversion strategy
We examine how taxes, RMDs, longevity, and investment returns affect the outcome — and why a one-time conversion often comes out ahead if you can handle the upfront tax bill.
0:19 - The Sexiest Word in Finance
4:44 - The Roth Account Smile
7:29 - Roth Applications for Different Stages of Life
10:17 - Tax Hierarchy Considerations
14:09 - The Craft of Retirement Income & Withdrawals
19:07 - Roth as a Legacy Tool
21:22 - A Lifetime of Tax Savings with Roth
24:11 - Why a One-time Roth Conversion is Best Option
30:36 - Reconsidering Gradual Withdrawals
33:12 - Retirement Strategies are Personal
33:53 - Tim Allen, Mike Rowe, & Why Men Don't Work
38:14 - Thanksgiving Wishes
Hosted by RIA Advisors Director of Financial Planning, Richard Rosso, CFP
Produced by Brent Clanton, Executive Producer
-------
Watch Today's Full Video on our YouTube Channel:
https://www.youtube.com/watch?v=8mkgUOAZU7Y&list=PLVT8LcWPeAuhi47sn298HrsWYwmg8MV7d&index=1
-------
The latest installment of our new feature, Before the Bell, "Why This Pullback Isn’t a Panic" is here:
https://www.youtube.com/watch?v=bb8BeVp7ID8&list=PLwNgo56zE4RAbkqxgdj-8GOvjZTp9_Zlz&index=1
-------
REGISTER for our 2026 Economic Summit, "The Future of Digital Assets, Artificial Intelligence, and Investing:"
https://www.eventbrite.com/e/2026-ria-economic-summit-tickets-1765951641899?aff=oddtdtcreator
-------
Our Previous Show, "How The Fed Deals Liquidity: The Monetary Toolbox" is here:
https://www.youtube.com/watch?v=GnB1pog_r_I&list=PLVT8LcWPeAugpcGzM8hHyEP11lE87RYPe&index=1
-------
Get more info & commentary:
https://realinvestm entadvice.com/newsletter/
--------
SUBSCRIBE to The Real Investment Show here: http://www.youtube.com/c/TheRealInvestmentShow
--------
Visit our Site: https://www.realinvestmentadvice.com
Contact Us: 1-855-RIA-PLAN
--------
Subscribe to SimpleVisor:
https://www.simplevisor.com/register-new
--------
Connect with us on social:
https://twitter.com/RealInvAdvice
https://twitter.com/LanceRoberts
https://www.facebook.com/RealInvestmentAdvice/
https://www.linkedin.com/in/realinvestmentadvice/
#RothIRA #RetirementPlanning #TaxStrategy #IRAConversion #PersonalFinance
Open Enrollment season is here—and it’s one of the most overlooked financial opportunities employees have all year. In this episode, we break down the biggest mistakes people make when reviewing their employer benefits and how to approach your plan as if you were a brand-new hire.
Richard Rosso & Jonathan McCarty tackle the smart way to choose health insurance, whether young workers really need life insurance, and which “it’ll never happen to me” benefits can make or break your financial stability. We’ll also explore where employer benefits are heading in 2025—what companies are offering, what employees actually want, and how to make sure you’re getting the most value out of your compensation package.
Whether you're picking between an HSA or PPO, weighing disability coverage, or wondering if the “fun stuff” like wellness perks and lifestyle accounts are worth it—this guide helps you optimize your choices and avoid costly mistakes.
0:00 - INTRO
0:19 - Pennies are Going Away
5:02 - Open Enrollment Season is Here
7:40 - ADP Benefits Survey Results
13:04 - Understanding the Difference Between HSA vs FSA
17:40 - Retirement Savings Plans - Roth vs 401k
14:58 - Group Health Insurance vs ACA
21:40 - Mental Health Coverage
23:26 - Dental & Vision Coverage Options
27:13 - Don't Be Complacent
27:55 - On-site Facilities - Wellness & Day Care
29:57 - Disability Coverage - Max It Out
32:10 - Life Insurance Coverages
34:08 - How Kids Age Us
37:22 - Childcare Benefits
👉 Subscribe for weekly insights on investing, behavioral finance, and practical money management.
📍 More at RealInvestmentAdvice.com
Hosted by RIA Advisors Director of Financial Planning, Richard Rosso, CFP, w Senior Investment Advisor, Jonathan McCarty, CFP
Produced by Brent Clanton, Executive Producer
-------
Watch Today's Full Video on our YouTube Channel:
https://www.youtube.com/watch?v=l2P3Un4Mq_g&list=PLVT8LcWPeAugpcGzM8hHyEP11lE87RYPe&index=1
-------
The latest installment of our new feature, Before the Bell, "Market Rotation Fueling New Highs," is here:
https://www.youtube.com/watch?v=jm-ZtvJ12Fk&list=PLwNgo56zE4RAbkqxgdj-8GOvjZTp9_Zlz&index=1
-------
Our Previous Show, "QE Is Coming: Why Fed Liquidity Now Runs the Entire Market," is here:
https://www.youtube.com/watch?v=-YZaHtreohI&list=PLVT8LcWPeAugpcGzM8hHyEP11lE87RYPe&index=2&t=93s-------
Get more info & commentary:
https://realinvestm entadvice.com/newsletter/
--------
SUBSCRIBE to The Real Investment Show here: http://www.youtube.com/c/TheRealInvestmentShow
--------
Visit our Site: https://www.realinvestmentadvice.com
Contact Us: 1-855-RIA-PLAN
--------
Subscribe to SimpleVisor:
https://www.simplevisor.com/register-new
--------
Connect with us on social:
https://twitter.com/RealInvAdvice
https://twitter.com/LanceRoberts
https://www.facebook.com/RealInvestmentAdvice/
https://www.linkedin.com/in/realinvestmentadvice/
#OpenEnrollment #EmployeeBenefits #FinancialPlanning #HealthInsurance #MoneyTalk
The Real Investment Show (Full Show)
Not all Roth conversions are created equal — and new research shows a clear winner.
Richard Rosso breaks down a study that modeled hundreds of thousands of retirement scenarios to determine which Roth conversion strategy performs best over a 10-year period:
• Staying in a traditional IRA/401(k) and taking RMDs
• A one-time Roth conversion
• A gradual, multi-year conversion strategy
We examine how taxes, RMDs, longevity, and investment returns affect the outcome — and why a one-time conversion often comes out ahead if you can handle the upfront tax bill.
0:19 - The Sexiest Word in Finance
4:44 - The Roth Account Smile
7:29 - Roth Applications for Different Stages of Life
10:17 - Tax Hierarchy Considerations
14:09 - The Craft of Retirement Income & Withdrawals
19:07 - Roth as a Legacy Tool
21:22 - A Lifetime of Tax Savings with Roth
24:11 - Why a One-time Roth Conversion is Best Option
30:36 - Reconsidering Gradual Withdrawals
33:12 - Retirement Strategies are Personal
33:53 - Tim Allen, Mike Rowe, & Why Men Don't Work
38:14 - Thanksgiving Wishes
Hosted by RIA Advisors Director of Financial Planning, Richard Rosso, CFP
Produced by Brent Clanton, Executive Producer
-------
Watch Today's Full Video on our YouTube Channel:
https://www.youtube.com/watch?v=8mkgUOAZU7Y&list=PLVT8LcWPeAuhi47sn298HrsWYwmg8MV7d&index=1
-------
The latest installment of our new feature, Before the Bell, "Why This Pullback Isn’t a Panic" is here:
https://www.youtube.com/watch?v=bb8BeVp7ID8&list=PLwNgo56zE4RAbkqxgdj-8GOvjZTp9_Zlz&index=1
-------
REGISTER for our 2026 Economic Summit, "The Future of Digital Assets, Artificial Intelligence, and Investing:"
https://www.eventbrite.com/e/2026-ria-economic-summit-tickets-1765951641899?aff=oddtdtcreator
-------
Our Previous Show, "How The Fed Deals Liquidity: The Monetary Toolbox" is here:
https://www.youtube.com/watch?v=GnB1pog_r_I&list=PLVT8LcWPeAugpcGzM8hHyEP11lE87RYPe&index=1
-------
Get more info & commentary:
https://realinvestm entadvice.com/newsletter/
--------
SUBSCRIBE to The Real Investment Show here: http://www.youtube.com/c/TheRealInvestmentShow
--------
Visit our Site: https://www.realinvestmentadvice.com
Contact Us: 1-855-RIA-PLAN
--------
Subscribe to SimpleVisor:
https://www.simplevisor.com/register-new
--------
Connect with us on social:
https://twitter.com/RealInvAdvice
https://twitter.com/LanceRoberts
https://www.facebook.com/RealInvestmentAdvice/
https://www.linkedin.com/in/realinvestmentadvice/
#RothIRA #RetirementPlanning #TaxStrategy #IRAConversion #PersonalFinance