Questionable Decisions

A podcast about the choices we all make—some good, some embarrassingly bad. In our day jobs, the Millennial Money Man team plays around in the personal finance world, but we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.

Last refreshed: August 27th, 2025 at 6:55 AM ⓘ

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Episodes

#4 - Dead Dog Sweater

Oof. Ariel really messed things up this week, and the team is ticked. Bobby, Michael, and Ariel had a plan for this episode, but the guys decided they needed to talk about what she did with her, publicly, on this podcast. Don’t worry, Ariel is there to defend herself. She also shares her dreams of a never-ending dinner party, Michael builds a hazy jazz bar for secret dates, and Bobby is starting a winery. Tune in to learn more. ➔ Submit Your Decision to us by texting us at 321-222-0142‬ ➔ Join o...

Dec 26, 2022•29 min•Ep. 4

#3 - Farty Far

Living on a luxury cruise ship year-round sounds great, right? Well… maybe. Luxury cruise ship company, Storylines, has given people the opportunity to purchase residences on its “Luxury Residential Community at Sea,” for as little as $2,083.33 per month. At first glance – it sounds like the adventure of a lifetime at a more-than-reasonable price. But as it turns out, there are a LOT of things to think about when considering a life at sea. Tune into this episode to see whether living a life of l...

Dec 19, 2022•31 min•Ep. 3

#2 - Cry Babies

In this episode, we’re revealing our secret business plan. It’s the key to our multi-multi-million success. But we’re also going to talk about the inevitable fall, or maybe rise, of the Liver King. ➔ Submit Your Decision to us by texting us at 321-222-0142‬ ➔ Join our email list: https://bit.ly/best-email-list ABOUT THE SHOW: A podcast about the choices we all make—some good, some embarrassingly bad. In our day jobs, the Millennial Money Man team plays around in the personal finance world, but w...

Dec 13, 2022•35 min•Ep. 2

#1 - Leave Your Quarter In The Cart

In our inaugural episode, we talk about Elon Musk firing Twitter employees on Twitter, what we'd do with $600 MILLION, and explain how a $200 pepper grinder is the reason you're reading this description right now. ➔ Submit Your Decision to us by texting us at 321-222-0142‬ ➔ Join our email list: https://bit.ly/best-email-list ABOUT THE SHOW: A podcast about the choices we all make—some good, some embarrassingly bad. In our day jobs, the Millennial Money Man team plays around in the personal fina...

Nov 29, 2022•29 min•Ep. 1

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