Retirement Answer Man

Where will your journeys in retirement take you? Now that you’ve learned about dreaming up your retirement travel plans and how to pay for it all, it’s time to get to work mapping out your journeys. On this episode, I’ll walk you through how to choose where to go for those initial travels in retirement. You’ll also find out why you shouldn’t lump all of your 401K contributions into the first few months of the year. And finally, I answer a listener question on a topic that I thought I covered but hadn’t. We’ve got lot’s of fantastic information for you so grab your headphones and press play!

Why does travel always get pushed aside?

There is always something more important than travel. Even when we have the time, money, and opportunity we still sometimes miss out on traveling. Sure, we all have good reasons for doing so, but we may not have this window of opportunity again. The beginning of retirement is the ideal time to pursue your travel dreams. This is the perfect time! You have the time, the money, and the opportunity. Go now! Don’t miss out. 

How do you prioritize your journeys?

Hopefully, after listening to episode 302, you’ve already created your bucket list separately from your spouse. Now it’s time to get together and create a master list and prioritize the trips that you want to do together. The first thing you need to think of is, which places are physically strenuous? You’ll want to put those places at the top of the list since you are as healthy and mobile as you are going to get. 

Next, think of creating a list of places that you want to go together with your spouse. Then create another list of places you want to go, but your spouse doesn’t. You can choose to go to those places on your own, with friends, or with other members of your family. 

Finally, pick which one you want to do first and book it! Seriously, put the dates on the calendar now. Block out those dates and begin creating a research folder on that location. Listen in to hear why you’ll want to start chatting with your friends immediately about your next trip. 

Reflections on our word of the year

If you have been a long-time listener, you know that Nichole and I chose a word at the beginning of each year to be our guiding light throughout the year. That word becomes the focus of our energy, and we try to keep it at the forefront of our minds. Now that 2019 is coming to a close we’re taking a moment to reflect on how we did with our words. The word I chose for this year was Embrace. I chose this word so that I could embrace the moment of life that I am in right now. Nichole chose Flow since she wanted to learn how to go with the flow. Did you chose a word this year? Let us know how you did with it, we’d love to hear!

Why you should consider Roth conversions

A dear listener commented recently on the fact that I didn’t really touch on Roth conversions during the Retirement Tax Management Series. The bad news is: I was wrong in thinking that I had already covered Roth conversions in depth. The good news is: we will have a whole monthlong series on Roth conversions in 2020. But if you can’t wait that long then you’ll want to listen in to find out 2 reasons why you should consider Roth conversions. By listening you’ll also learn how to avoid a costly mistake with your 401K contribution. 



  • [3:30] There’s always something more important than travel 
  • [7:56] Making connections is important in travel planning


  • [18:30] How did we do with our words of the year?
  • [24:53] It’s not wise to max out your 401K contributions
  • [27:40] I haven’t deeply covered Roth conversions on the show


  • [39:25] Decide on your word for 2020

Resources Mentioned In This Episode

Michael Kitces Podcast

Surfin bird video

Rock Retirement Club

Roger’s YouTube Channel - Roger That

BOOK - Rock Retirement  by Roger Whitney

Work with Roger

Roger’s Retirement Learning Center

Direct download: RAM304.mp3
Category:general -- posted at: 6:00am CDT