Episodes

The Roth Illusion: Why Most Software Gets It Wrong
June 13, 2025

The Roth Illusion: Why Most Software Gets It Wrong

Hosted by: Craig Wear Guest: Daniel Jandro, CFP®, Rothologist at Q3 Advisors 🔍 Episode Summary: In this episode, Craig Wear sits down with Daniel Jandro—aka “The Professor”—to unpack one of the biggest myths in Roth conversion planning: the belief that common financial software gets it right. If you’re using tools like eMoney, RightCapital, or even DIY spreadsheets to manage your Roth conversions, this episode is a wake-up call. Craig and Daniel walk through the limitations of major platforms...
Maximizing Your Medicare: Essential Tips for Open Enrollment 2024 with Expert Emily Gang
Nov. 13, 2024

Maximizing Your Medicare: Essential Tips for Open Enrollment 2024 with Expert Emily Gang

Summary: In this episode of What's Next in Retirement, Craig Wear welcomes Medicare expert Emily Gang to unpack the intricacies of Medicare open enrollment. Whether you’re already enrolled or gearing up for your first enrollment, Emily shares essential insights on the choices available and critical considerations for 2024. From big changes to Medicare Part D, including a new $2,000 cap on medication copays, to the nuanced pros and cons of Medicare Advantage plans, this episode is packed with pra...
The Truth About Capital Gains and Roth Conversions – A CPA’s Take
Nov. 7, 2024

The Truth About Capital Gains and Roth Conversions – A CPA’s Take

SummaryIn this conversation, Craig Wear and Glenn Block discuss essential financial strategies for IRA millionaires, focusing on tax implications and the importance of financial education. They emphasize the potential tax savings and the benefits of informed financial planning, aiming to simplify the financial lives of their clients.TakeawaysUnderstanding tax implications is crucial for IRA millionaires.Proper financial strategies can save millions in taxes.Financial education is key to ...
Medicare Open Enrollment 101: Navigating Changes with Todd Morrissey and Craig Wear
Nov. 1, 2024

Medicare Open Enrollment 101: Navigating Changes with Todd Morrissey and Craig Wear

Interested in talking with Todd's team? Schedule some time with them here:https://hello.q3adv.com/todd-podcastIn this episode of What's Next in Retirement, host Craig Wear and guest Todd Morrissey, President of Medicare Solutions at Advisors Excel, provide insights into the Medicare Open Enrollment period. Whether you’re already on Medicare or exploring options for the first time, this discussion covers key information about Medicare Advantage, Part D, and the changes brought on by recent legislation.Todd and Craig discuss the steps to consider during open enrollment, how to evaluate plan changes, and the impact of the Inflation Reduction Act on premiums and coverage. This episode emphasizes the importance of partnering with a knowledgeable advisor who can offer tailored guidance based on your unique healthcare needs.
Roth Conversion Myths and Tax Pitfalls: Insights from a CPA with Glenn Block
Oct. 15, 2024

Roth Conversion Myths and Tax Pitfalls: Insights from a CPA with Glenn Block

SummaryIn this podcast episode, Craig Wear and Glenn Block discuss the intricacies of Roth IRA conversions from a CPA's perspective. They explore the misconceptions surrounding tax brackets, the importance of strategic planning, and the role of CPAs in guiding clients through the conversion process. The conversation highlights common pitfalls, tax strategies, and the benefits of charitable contributions in relation to Roth conversions. The episode emphasizes the need for professional guidance ...
Tax Tips if You’re Headed (back) to Canada
April 29, 2024

Tax Tips if You’re Headed (back) to Canada

This episode focuses on the unique challenges faced by Canadians living and working in the United States and those planning to return to Canada. The conversation covers topics such as cross-border taxation, immigration issues, and retirement planning. The guests, Jerry Scott and Craig Wear, discuss the importance of finding the right professionals to navigate these complex issues and the need for proper planning to minimize tax liabilities. They also highlight the significance of filing the nece...
My Medicare Audit: A Personal Journey to Optimal Coverage
March 21, 2024

My Medicare Audit: A Personal Journey to Optimal Coverage

In this conversation, Craig discusses the questions and decisions that arise when preparing for retirement, including the important decision of choosing a Medicare plan. He introduces Emily, a Medicare consultant who helps individuals make informed decisions about Medicare. They discuss the differences between Original Medicare and Medicare Advantage, and Craig decides to stick with Original Medicare for its flexibility. They explore the various parts of Original Medicare, including Part A, Part...
Unlocking Your Retirement Goldmine: How to Legally Tap into Your 401K and Pension Now
March 7, 2024

Unlocking Your Retirement Goldmine: How to Legally Tap into Your 401K and Pension Now

SummaryThis episode discusses accessing retirement funds while still working. Marcus Foote, an attorney, shares his discovery of a way to access qualified funds such as 401ks and pension plans. The most common reasons for accessing these funds include diversifying investment options, investing in alternative investments, and rolling funds down to a younger spouse. Marcus explains the process of using in-marriage quadros to transfer funds legally. He also addresses limitations and considerations...
Supercharge Roth Conversions thru DAFs
Feb. 27, 2024

Supercharge Roth Conversions thru DAFs

SummaryIn this episode, Craig Wear discusses how to supercharge your Roth conversion strategy by using donations. He introduces the concept of Qualified Charitable Donations (QCDs) and explains how they can be used to offset taxable minimum distributions. Craig then dives into the benefits and workings of Donor Advised Funds (DAFs), which act as charitable giving accounts. He highlights the tax advantages of DAFs, including immediate tax deductions and the elimination of capital gains tax. Cra...
Recession proof your investments with this...
Nov. 16, 2023

Recession proof your investments with this...

Join in to listen to Craig and Matt Blackwell discuss how to recession proof your investments.Special Guest:Matt BlackwellSchedule a call to learn morewww.reliant-mgmt.commblackwell@reliant-mgmt.comCheck out my books here.
Investment ideas ahead of a recession!
Oct. 26, 2023

Investment ideas ahead of a recession!

Today's primary objective is to provide insight into the current financial climate and offer potential solutions. We have a special guest who will share valuable insights.Contact Ben Nelson:646-849-6840bnelson@ashcroftcapital.comInvestashcroft.comCheck out my website for access to my books.
The Inside Scoop of Roth Conversions
June 1, 2023

The Inside Scoop of Roth Conversions

Listen in to ‘three dudes’ talking about the inside story of doing Roth conversions. Craig, Derrick DeHays and Ted Irwin talk about the specialized field of Roth conversion advice. Learn about the fears that many people have around Roth conversion and how these guys help walk with them through the journey.
The best investment I've ever made!
May 26, 2023

The best investment I've ever made!

In this podcast, financial coach Craig Wear and fitness expert Chuck Kastor discuss their program on helping people achieve their fitness and financial goals. They discuss how people tend to yo-yo in their fitness progress and how their program can help them become more resilient and successful. They also emphasize the importance of accountability and taking action towards one's goals. They encourage listeners to check out their website to learn more about their program and how it can help them achieve their goals.
Unlocking the Power of Alternative Investments for Retirees with Ben Fraser
May 19, 2023

Unlocking the Power of Alternative Investments for Retirees with Ben Fraser

Ben and Craig discuss the evolution of alternative investments, highlighting how improved access and transparency have made it easier for individuals to invest in private markets. They explain that investors can benefit from greater diversification and better returns by investing in alternatives, as compared to traditional stocks and bonds. The conversation also covers accredited investor requirements, Roth IRA conversions, due diligence questions investors should ask when evaluating deals, and the importance of educating oneself about investment opportunities.
Guest: Ben Fraser
3 Biggest Fears of Roth Conversions
April 27, 2023

3 Biggest Fears of Roth Conversions

To watch to full VIDEO version of the podcast click HERE.Check out the Roth Conversion Deliverable here!Here is access to my first book, Paying the Piper.Here is a link to my most recent book, Roth Conversion Secrets.Click here to schedule your FREE consult with our awesome team of CFP®s.
Why is it so difficult to get an answer on Roth conversions?
April 5, 2023

Why is it so difficult to get an answer on Roth conversions?

Check out the Roth Conversion Deliverable here!Here is access to my first book, Paying the Piper.Here is a link to my most recent book, Roth Conversion Secrets.Click here to schedule your FREE consult with our awesome team of CFP®s.
Secure Act 2.0's Impact on Roth Conversions
March 20, 2023

Secure Act 2.0's Impact on Roth Conversions

Tune in to learn more about the Secure Act 2.0!Click here to schedule your FREE consult with our awesome team of CFP®sHere is access to Craig’s first book, Paying the Piper.Here is a link to Craig’s most recent book, Roth Conversion Secrets.
5 Reasons Why Roth Conversions are Critical to Retirement
Jan. 6, 2023

5 Reasons Why Roth Conversions are Critical to Retirement

Tune in to learn 5 Reasons why Roth conversions are critical to your plans for retirement!Click here to schedule your FREE consult with our awesome team of CFP®sHere is access to Craig’s first book, Paying the Piper.Here is a link to Craig’s most recent book, Roth Conversion Secrets.
SECURE 2.0 - All you need to know...
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Dec. 27, 2022

SECURE 2.0 - All you need to know...

Tune in to learn more about the Secure Act 2.0!Click here to schedule your FREE consult with our awesome team of CFP®sHere is access to Craig’s first book, Paying the Piper.Here is a link to Craig’s most recent book, Roth Conversion Secrets.
Interview with Jay Tompkins, CPA
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July 15, 2022

Interview with Jay Tompkins, CPA

Click here to schedule your FREE consult with our awesome team of CFP®sDownload your copy of Paying the Piper here!Episode: Interview with Jay Tompkins, CPATune in as we discuss:👉 Why most advisors and CPAs don't 'get' aggressive Roth conversion philosophy, and👉 How your future RMDs impact your tax return in several ways, and👉 Why RMDs grow to be so much over time.Thanks for listening!
Four Reasons NOT to do Roth Conversions
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June 8, 2022

Four Reasons NOT to do Roth Conversions

Click here to schedule your FREE consult with our awesome team of CFP®sDownload your copy of Paying the Piper here!Episode: Four Reasons NOT to do Roth ConversionsTune in as we discuss:Mid 70sUnder 59Modest IRA balancesAmount in annuitiesBonus: Three false factorsThanks for listening!
A Day Late and A Dollar Short in Roth Conversions?
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May 20, 2022

A Day Late and A Dollar Short in Roth Conversions?

Click here to schedule your FREE consult with our awesome team of CFP®s.Episode: A day late and a dollar short in Roth ConversionsTune in as we discuss:Benefits of Roth ConversionsMisconceptions about Roth ConversionsOptimal OutcomesThanks for listening!