How to Retire on Time

How to Retire on Time

Welcome to How to Retire on Time, a show that answers your questions about all things retirement, including income, taxes, Social Security, healthcare, and more. This show is an extension of the book How to Retire on Time, which you can grab today on Amazon or by going to www.howtoretireontime.com. This show is intended for those within 10 years of their target retirement date or for those are are currently retired and are concerned about their ability to stay retired.

Episodes

August 1, 2025 17 mins

"Hey Mike, I’m getting tired of watching the markets each day. I can’t get past the fear of another market crash. Any tips?” Discover a new way to consider your investments and portfolio. There’s a good chance the market will crash a couple of times during your retirement. Learn about how to maintain the right mindset.  

 

Text your questions to 913-363-1234.   
 

Request Your Wealth Analysis by going to www.retireontime.c...

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“Hey Mike, how do you determine if it makes sense to sell your rental property and pay the tax or do a 1031 exchange into something else?” Discover strategies that can help you avoid paying capital gains and depreciation recapture taxes when you sell your investment real estate.  

 

Text your questions to 913-363-1234.   
 

Request Your Wealth Analysis by going to www.retireontime.com 

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“Hey Mike, I have a list insurance policy but don’t feel I need the death benefit anymore. What should I do?” Discover why it may not make sense to maintain your life insurance policy in retirement. Life insurance has fees. Are they eroding your portfolio?  

Text your questions to 913-363-1234.   
 

Request Your Wealth Analysis by going to www.retireontime.com 

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“Hey Mike, a lot of the Big Beautiful Bill tax changes revolve around the MAGI. What is it and what do we do about it?” Discover what is the Modified Adjusted Gross Income and why that matters when it comes to your retirement plan.  

Text your questions to 913-363-1234.   
 

Request Your Wealth Analysis by going to www.retireontime.com 

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"Hey Mike. I'm having a hard time getting started with my retirement plan. Where should I start?" Discover how to design your lifestyle in retirement so that you can determine how much it could cost each month.  

Text your questions to 913-363-1234.   
 

Request Your Wealth Analysis by going to www.retireontime.com 

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"Hey Mike. We are looking for a retirement community to enjoy. What are the differences between buy-in communities, co-ops, and other options?” Discover the differences between living at home, living in a co-op, and so on so that you can start to plan based on what is right for you.  

Text your questions to 913-363-1234.   
 

Request Your Wealth Analysis by going to www.retireontime.com 

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Hey, Mike. I'm 60 years old with 1,200,000.0 in a traditional IRA. Should I convert 120,000 each year so I don't have to worry about RMDs? Discover the trap set by trying to plan and invest like someone else. Listen as Mike breaks down the importance of building a plan and a portfolio that works for your specific situation.  

Text your questions to 913-363-1234.   
 
Request Your Wealth Analysis by going to www.retire...

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“Hey Mike, I'm 60 years old with 1,200,000.0 in a traditional IRA. Should I convert 120,000 each year so I don't have to worry about RMDs?” Discover the problem with aggressive IRA to Roth conversions and the overall tax-free retirement goal.  

Text your questions to 913-363-1234.   
 

Request Your Wealth Analysis by going to www.retireontime.com 

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“Hey, Mike. I heard that Social Security is now tax free. Is that true?” Discover changes to the tax code and how you can potentially use it to your advantage. 


Text your questions to 913-363-1234.   
 

Request Your Wealth Analysis by going to www.retireontime.com 

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“Hey Mike, what’s the best way to get funds into a Roth IRA?”   

Text your questions to 913-363-1234.   
 

Request Your Wealth Analysis by going to www.retireontime.com 

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"Hey Mike, I plan on living off of income from my bond portfolio. What's the risk with this income strategy and how do you plan around it?”  Discover when it makes sense to use bonds as an income source, and why you may want to blend this income strategy with another growth-focused strategy. 

Text your questions to 913-363-1234.   
 

Request Your Wealth Analysis by going to www.retireontime.com 

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“Hey Mike, with all that is going on, is now still a good time to retire?” Discover how to build your plan so you can retire when it makes sense for you, regardless of what is going on elsewhere. 

Text your questions to 913-363-1234.   
 

Request Your Wealth Analysis by going to www.retireontime.com 

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“Hey Mike, when does it make sense to file for Social Security early so you can take the benefits and reinvest them?” Discover when it may make more sense to delay your benefits. 

Text your questions to 913-363-1234.   
 

Request Your Wealth Analysis by going to www.retireontime.com 

Mark as Played

“Hey Mike, I am comfortable taking risks, even in retirement. For people like me, what type of portfolio would you recommend.” Discover why taking more risks may actually hurt you in the long-term and in the short-term when you retire. 

Text your questions to 913-363-1234.   
 

Request Your Wealth Analysis by going to www.retireontime.com 

Mark as Played

“Hey Mike, is it better to rent or buy a home in retirement?”Discover the benefits and detriments of renting, buying, and buying with low maintenance.


Text your questions to 913-363-1234.  

Request Your Wealth Analysis by going to www.retireontime.com 

Mark as Played

“Hey Mike, is it true that Roth Income affects your social security taxes bracket?”Discover how your Social Security benefits are calculated and if your Roth IRA income affects those calculations.

Text your questions to 913-363-1234.  

Request Your Wealth Analysis by going to www.retireontime.com 

Mark as Played

“Hey Mike, I want guaranteed income for the first few years of retirement, not for life. Is a bond ladder the best strategy?”Discover different ways you would set up your retirement income strategy for the first five years of your retirement without depending on lifetime income streams from annuities.

Text your questions to 913-363-1234.  

Request Your Wealth Analysis by going to www.retireontime.com 

Mark as Played
July 8, 2025 12 mins

“Hey Mike, I tried to calculate my 401k fees and it looks like I’m paying around 3%. Is that even possible?” Discover the different types of fees that may be a part of your 401(k) plan and what you can do about it. 


Text your questions to 913-363-1234.  

Request Your Wealth Analysis by going to www.retireontime.com 

Mark as Played
July 7, 2025 17 mins

“Hey Mike, why did the market go up after Iran was bombed? I even the potential or war would crash the market.” Discover why war may not affect the market as you would expect and what to look for instead. 

 

Text your questions to 913-363-1234.  

Request Your Wealth Analysis by going to www.retireontime.com 

Mark as Played

Hey Mike, can you explain what you mean by “self-insuring?” Discover what it means to “self-insure” and when it may make sense. 

Text your questions to 913-363-1234. 


Request Your Wealth Analysis by going to www.yourwealthanalysis.com 

Mark as Played

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