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
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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
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#RothIRA #RetirementPlanning #TaxStrategy #IRAConversion #PersonalFinance
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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
10-31-25 Why Risk Tolerance Questionnaires Don’t Work
The Real Investment Show (Full Show)
46 minutes 29 seconds
3 weeks ago
10-31-25 Why Risk Tolerance Questionnaires Don’t Work
Most investors have filled out a risk tolerance questionnaire—but does it really measure how you’ll behave when markets crash? Richard Rosso & Jonathan McCarty break down why traditional risk tolerance tools fail to predict investor behavior, how emotions override risk profiles, and why time horizons, liquidity needs, and cash flow matter far more than a few survey questions.
0:19 - Halloween Prelude - Baby's First Halloween
2:31 - Risk Tolerance Tests - The Ugly Truth
6:00 - How Rich & Jonathan Scored
7:12 - The Spousal Tolerance Quiz
11:08 - Looking at Risk Tolerances in Couples
17:48 - What's Your Judgement Orientation?
21:52 - Responding to Market Moves - Mapped Portfolios
24:26 - What Happens When Powell is Out at the Fed
28:53 - Risk Tolerance Quizzes Do Not Reflect Reality When Markets Turn
30:30 - When Rich was 13 - Owning McDonald's
35:28 - EBT, Food Stamps, & Fast Food Comparisons
36:55 - Taking the Risk Quiz at 20 vs 50
39:08 - Investing Over-Confidence vs Balance
40:50 - The Millionaire Next Door I & II
43:34 - AI Impacty on Market History
Hosted by RIA Advisors Director of Financial Planning, Richard Rosso, CFP 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=ZUIhiCubDgw&list=PLVT8LcWPeAuhi47sn298HrsWYwmg8MV7d&index=1
-------
The latest installment of our new feature, Before the Bell, "Bullish Momentum Builds," is here:
https://www.youtube.com/watch?v=quAIX8PhNZw&list=PLwNgo56zE4RAbkqxgdj-8GOvjZTp9_Zlz&index=1
-------
Our Previous Show, "The Most Dangerous Era in History," is here:
https://www.youtube.com/watch?v=qxX1Xw_bQP4&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/
#FinancialPlanning #RiskManagement #InvestorBehavior #WealthStrategy #RIAAdvisors
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