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Roth Conversions & Retirement Spitball Analysis

Should Edith and Archie live off their non-qualified accounts and pay Roth conversion taxes from their 401(k)? How can Johnny from Knoxville do Roth Conversions and stay in a low tax bracket? Plus, at age 31, are Shad and his wife saving enough for retirement? What should Tech Chick do with her severance package after being laid off from her tech industry job? Finally, listener comments on retirement plan education, Roth conversions, and the 5 year Roth clocks.

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21
MAR
2023
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Bear Market Survival & the 5W1H of Roth Conversions: YMYW Best of 2022

Down market retirement withdrawal strategies, the 5W1H (that is, the who, what, when, where, why, and how) of Roth conversions, the retirement spitball analysis, and the funniest Derails of 2022 on this, YMYW podcast’s Best of 2022.

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10
JAN
2023
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Who to Trust? Second Opinion Retirement Spitball

Can you trust the opinion of just one advisor when planning for your entire financial future? Joe and Big Al spitball their second opinions for some retirement plan and Roth conversion strategies, they illustrate one way some financial advisors may be acting in their own best interests, and they explain how to determine if you’re on track for a successful retirement. Plus, can you take penalty-free withdrawals from a Roth TSP to Roth IRA rollover in order to bridge the gap until age 59 and a half? Will paying for a home remodel with Roth conversion funds avoid tax? And, should you use Roth conversion money for these purposes?

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20
DEC
2022
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SEASON 8, EPISODE 15

Re-Boot Your IRA

Are you neglecting one of the most precious assets that you have? When it comes to individual retirement accounts or IRAs, many people have a practice of “fund it and forget it”. But there are strategizes you can implement to help maximize the money it generates. The “Dynamic Duo” of financial planning, Joe Anderson, CFP®, […]

09
OCT
2022
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The Ultimate IRA Guide

Making contributions to an Individual Retirement Account, otherwise known as an IRA, is all about saving now so you can enjoy the retirement of your dreams later on. One of the biggest advantages of an IRA is that your contributions (and any growth thereafter!) will grow tax-free. Now there are several different types of IRAs, […]

07
OCT
2022
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Spitballing Retirement Planning in Your 40’s & 50’s

A compilation of some of Joe and Big Al’s retirement plan spitballing specifically for those in their 40s and 50s – a critical time on the path to retirement. Is your financial plan set up so you pay as little tax as possible? Does it take volatile markets and potential future tax increases into account? Have you got a strategy nailed down for Roth conversions, or backdoor Roth, or pension options? Maybe you’re making big decisions about what to do with your money between now and when you retire, like buying a house vs. saving for retirement? Are you comfortable with the retirement lifestyle you’re creating? Do you know what you’ll do with your time once you’re permanently off the clock? 

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27
SEP
2022
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How to Deal With Taxes When Income Goes Through the Roof

If a fortunate equity event or liquidity event should cause your income to skyrocket, what will that do to your taxes? Joe and Big Al spitball tax strategies to help you manage this good problem to have. Plus, Backdoor Roth, contributions, conversions, and income limits explained, converting twelve and a half million bucks to Roth, and what happens to retirement accounts when you pass – will there be a tax bill due? Kicking it off with the 7-twelve portfolio – what is it?

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06
SEP
2022
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SEASON 8, EPISODE 11

Rock Your Retirement With Roth

One of the most powerful retirement tools that Congress has ever given taxpayers is the Roth, but not everyone is taking advantage of its big tax benefits. Many say they don’t even know investing in Roth is an option, much less how to maximize its advantages. Whether your workplace has the Roth option or not, […]

07
AUG
2022
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The 5-Year Rules for Roth IRA Withdrawals

Updated for 2022: The 5-year clock starts with the first dollar in your first Roth IRA.  This guide will lay out what you need to know for Roth IRA withdrawals. In this guide, you will learn some of the rules for Roth IRA withdrawals:  Roth IRA withdrawals when you are OVER 59 1/2 Roth IRA […]

21
JUL
2022
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Where Should You Save for Retirement? Where Does Real Estate Fit?

If you own houses in your self-employed, self-directed solo 401(k), is converting a house a year to Roth to avoid required minimum distributions (RMDs) a good strategy? What’s an individual coverage health reimbursement arrangement (ICHRA) and is it a good healthcare option for those with C-corporations? When putting away retirement savings, should you contribute to a Roth IRA, a brokerage account, a 401(k), or your employee stock purchase plan (ESPP)? When it comes to step-up in basis, how do you determine the past fair market value of a home? And finally, what happens if you retire before your construction loan becomes a permanent mortgage?

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Free Financial Assessment

14
JUN
2022
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Roth IRA, 457, TSP, and Retire Early Spitball

Joe & Big Al talk strategy for converting to Roth and paying tax from the IRA when you have limited funds, eliminating required minimum distributions (RMD) on a Roth 457 and avoiding the 5-year Roth clock, and Roth TSP strategies. Plus, the fellas spitball pension options, retiring early, and an intricate – and potentially risky – deferred compensation strategy.

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Free Financial Assessment

10
MAY
2022
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Roth Conversion Retirement Spitball Analysis

Does it make sense to do larger “Calvin Johnson” (Megatron, aka mega backdoor) Roth conversions when the financial markets are way down? Should you convert to Roth now, or in retirement? How do you spitball the right amount to have in 529 plans for education savings? And are the rules for doing a backdoor Roth the same if you’re married filing separately?

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Free Financial Assessment

26
APR
2022
LISTEN NOW

When Must You Pay Roth Conversion Taxes?

When do you have to pay the taxes on a Roth IRA conversion to avoid any IRS penalties? Was it a mistake to convert to Roth IRA? What percentage of your assets should be in tax-free, tax-deferred, and taxable accounts to give maximum flexibility in retirement? Do Roth conversions count as income toward your eligibility to contribute to a Roth, and finally, how will a pension be taxed?

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Free Financial Assessment

29
MAR
2022
LISTEN NOW

Stock Acquisition, HSA, AMT, TSP, RSU, and Trust as Retirement Beneficiary

Should a trust be the beneficiary of your retirement accounts? Are withdrawal restrictions and required minimum distributions (RMD) good reasons to transfer out of the thrift savings plan (TSP) at retirement? How do you handle the stock acquisition of a company held in your retirement account? Plus, alternative minimum tax (AMT) explained, and strategies for health savings account (HSA) contributions and restricted stock units (RSU).

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Free Financial Assessment

01
FEB
2022
LISTEN NOW

Does the 5 Year Rule Apply to Each Roth Conversion?

Does that 5-year Roth clock start with every Roth conversion? Plus, a Social Security, Medicare, IRMAA, Roth conversion retirement spitball, a self-employed retirement savings and tax planning spitball, and Delaware Statutory Trusts, security-based loans, charitable remainder trusts, and other charitable giving strategies explained. Also, will your portfolio grow faster with the help of a financial advisor? And if you’ve got a smokin’ hot wife 8 years your junior and you want to retire on the same day at ages 70 and 62, are there other financial considerations, or are you just bragging?

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Free Financial Assessment

21
DEC
2021
LISTEN NOW
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