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.
#33 - Boots Required
Michael loves throwing parties and events (and he’s good at it!), but for his upcoming event, he’s charging admission. The team discusses that and the worst financial decisions we’ve ever made. ➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
9/19/2023 • 28 minutes, 59 seconds
#33 - It’s Pronounced Porsche-ah
We’re joined by tech guru and Porsche aficionado Larry Ludwig for this week’s episode to discuss how one man’s classic car has become his wife’s biggest headache. ➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
9/5/2023 • 32 minutes, 16 seconds
#32 - Where's My Rent?
The team discusses a Dear Penny article in which a mom puts on an alter ego to collect rent from her daughter. And anytime the daughter wants to discuss rent, the mom changes into her landlady costume. Michael tries to convince us that this is the most awesome prank, and we discuss other ways to handle renting out a room to your kids.➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
8/22/2023 • 33 minutes, 52 seconds
#31 - Cow Tipping
The expectations for tipping have changed over the past couple of years, and now it feels like we’ve got to tip 20%+ on everything from takeout to coffee. The team discusses how they feel about gratuity these days, how they’re tipping in this new world, and we even visit Emily Post’s advice on tipping.➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
8/8/2023 • 36 minutes, 25 seconds
#30 - Crisp Dollar Bills
The team reviews five viral money-saving hacks, and shares whether or not they feel like any of them are worth it, from cash envelopes to bank switching. Plus, Michael reveals the wildest thing anyone could ever do with dollar bills.➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
7/25/2023 • 35 minutes, 2 seconds
#29 - Called On Your BS
Fresh off a new course launch the team reviews a self-made millionaires advice on how to create an online course for easy passive income. Spoiler alert: We call BS.➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
7/11/2023 • 33 minutes, 56 seconds
#28 - Rent-A-Friend
There are countless ways to make money, and in this week’s episode, Michael and Ariel share their thoughts on some of the weirder options out there. Think: selling deer urine, getting paid to mourn, removing lice, renting your friendship, and more. ➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
6/27/2023 • 29 minutes, 33 seconds
#27 - Definitely Judging You
We’ve got a brand new guest this week — the brilliant bookkeeping, accounting, and tax professional Kristin Meador. She joins us from Valencia, Spain, and we’re salty about it, especially after she goes on about her days eating tapas, drinking wine, and visiting the beach. Sigh. But for real, Kristin is awesome and helps us dive into some workplace-related money drama and let’s us know what accountants really think of their clients. 😬➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
6/13/2023 • 35 minutes, 56 seconds
#26 - Drop The Rocks
We’re joined again this week by our resident competitive food eater/F.I.R.E. expert, Tom, to talk about money and relationships. We discuss a deadbeat named Rocks, a girlfriend who’s willing to break trust to uncover her boyfriend’s debt, and someone who’s tracking loads of laundry.➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
6/6/2023 • 38 minutes, 58 seconds
#25 - Jingle Jangle
We’ve got something a little different this week… It’s a battle royale for your eardrums as we rank some of the most iconic jingles of the past 40+ years. We’ve got some bangers, ear worms, and duds. ➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
5/23/2023 • 37 minutes, 35 seconds
#24 - Conspiracy Town
Did the moon landing really happen? Is an owl responsible for the death of Kathleen Peterson Who shot JFK? Are birds real? Our team discusses the most important conspiracy theories of our modern era, and they also dive into some family money drama with another Dear Penny question.➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
5/17/2023 • 44 minutes, 47 seconds
#23 - Murder Cabin
The team talks about Ariel’s upcoming 40th birthday party in the woods, and Bobby and Michael are planning on coming. The QD comes from the AITA Reddit — a family is going on vacation and invited their college-aged sister. The sister can’t afford to go, and the family says that if she would babysit for them for the next several weeks, they would pay for her trip. The sister said it was manipulative. So who’s the AH? ➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
5/9/2023 • 35 minutes, 9 seconds
#22 - Couples Therapy
In the side hustle space on TikTok, it’s not at all uncommon to run across a video that says something like, “I’m going to show you exactly how to make a million dollars in passive income in five hours! It’s so easy a kid could do it.” Sounds promising? Not at all! Our team talks about get-rich-quick claims on TikTok, how consumers should proceed with caution, and the a-hole influencers who make this garbage. ➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
5/2/2023 • 38 minutes, 46 seconds
#21 - OnlyFrats
Is joining a fraternity or sorority a good financial decision? What about a secret society for the rich and powerful? Our beloved team discusses these questions, plus how everyone’s hair looks great, that Michael might be involved in illegal drug running, and that it’s Robert final episode. :sob: ➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
4/25/2023 • 33 minutes, 34 seconds
#20 - Friend Failure
Michael is thinking about opening a drive-through dermaplaning shop, and Ariel reveals a new hair color, and the team responds to a Dear Penny question about offering freelance services to your friends.➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
4/18/2023 • 29 minutes, 46 seconds
#19 - Shower Bed
Michael needs help figuring out what to do with his spare bedroom. Ariel tells us what it was like being a guest at Michael’s house. The team shares the most fun weddings they’ve ever been too and then discusses the cost of being involved in someone’s wedding. Plus— exorcism side hustles!➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
4/11/2023 • 32 minutes, 27 seconds
#18 - Pie. Fly. Bye.
Michael asks who knows the most digits in pi, and it turns out he knows the most. He then asks about our favorite pies because it’s pie day, and Ariel corrects him and says it’s St. Louis Day, more importantly. Bobby likes pee-can pie, Ariel likes a fruit pie, and Michael prefers a galette. Ariel then brings up the idea of planning a trip with friends and tells them about a girls trip gone awry. Link to the inspiration for this questionable decision: shorturl.at/jyHL0➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
4/4/2023 • 32 minutes, 39 seconds
#17 - Pasta La Vista, Baby
Be honest, when was the last time you visited an Olive Garden? Are you the type of person who’d be interested in a lifetime supply of their pasta, salad, soup, and breadsticks? Turns out, lucky OG fans can purchase a lifetime pass for $500. But is it worth it?➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
3/28/2023 • 38 minutes, 57 seconds
#16 - Off The Rails
Norms have shifted a bit since the pandemic, and people just don’t know how to act these days! So New York Magazine published a massive list that teaches people how to adjust to new niceties and polite society. Ariel goes through the list, finding ones related to money, and asks the team if it’s questionable or not. The team also addresses one of life’s biggest questions: Can trains go up hill?➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
3/21/2023 • 35 minutes, 1 second
#15 - Love Is Bald
Ariel, Bobby, and Robert unintentionally show you how the sausage is made and explore the wild world of reality dating shows. Michael is off this episode in celebration of his birthday, and the team misses him dearly.➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
3/14/2023 • 46 minutes, 41 seconds
#14 - Twerking at CVS
In this episode, our beloved team is four days into their Asheville retreat. Things are quickly devolving, and matching head tattoos are now on the table, which raises a lot of questions… What brand logo would you get tattooed on your body? Where would it go? Do face tattoos equal success? And what if a successful business owner paid you to tattoo a cartoon bear on your thigh—would you do it?➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
3/7/2023 • 28 minutes, 11 seconds
#13 - Knit-Picking
Here it is. The gang is all together for the first time at our team retreat. Hear about what our first meeting was like and what we were up to for our week in Asheville, NC. ➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
2/28/2023 • 33 minutes, 14 seconds
#12 - Rapper Drama
Peer-to-peer has a very simple premise: Renting your stuff out to strangers. The renter makes somewhat passive income, and the rentee saves money renting from an individual rather than a company. The peer-to-peer market has grown in recent years to include cars, swimming pools, boats RVs, storage spaces, golf carts, baby gear, etc. The team considers whether or not renting out your stuff is a questionable decision. ➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
2/21/2023 • 38 minutes, 7 seconds
#11 - Fried Chicken Culture
Your kid is about to turn 18, and it’s time to cut them loose. Is an unexpected, hard stop a good or bad decision? The team weighs in, and Michael also demonstrates his knowledge of world cuisine, including Japanese fried chicken culture.➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
2/14/2023 • 36 minutes, 18 seconds
#10 - 69 Inside
Being in your twenties and living with your best friends sounds kind of fun, right? It’s like a never-ending sleepover with your besties! But what if it turns out your friends are messy, keep the thermostat too hot or cold, or simply want to have children? The team explores a couple of different scenarios and decides if buying a house with friends is a questionable decision or not.➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
2/6/2023 • 37 minutes, 49 seconds
#9 - Regulation Meatballs
How many meatballs can YOU eat in three minutes? It’s probably not as many as our web developer, Tom, can eat. He’s joined us to discuss whether or not competitive eating is a questionable decision. We’re talking all things competitive eating, from training secrets to Tom’s plans for his next competition.➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
1/30/2023 • 31 minutes
#8 - Chex Mix
In this week’s episode, our team reveals more than ever as Ariel grills them with some of the most pressing questions. Coke or Pepsi? Do you wear Crocs? What’s the best part of Chex Mix? And more!But the meat of the episode is this week’s questionable decision: Is it a good idea to buy an old school and live in it? Bobby is still traumatized by his years of teaching. Michael would have to spend a lot on renovations. And Ariel and Robert think it’s an excellent opportunity for some communal or cult-like living.➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
1/23/2023 • 34 minutes, 38 seconds
#7 - Ghosts in First Class
Michael looks at the reviews for the storage company he’s hired for an upcoming move and is disappointed with the reviews. The team discusses what would happen if Bobby died, and how they’d behave as ghosts. The questionable decision this week deals with taking money out of retirement to pay off debt. ➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
1/16/2023 • 44 minutes, 35 seconds
#6 - Miss Kristy
Gambling. Golf. Government espionage. This episode has it all. Tune in this week as we delve into the technicalities of shared bank accounts and how it feels to give up on your childhood dreams.➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
1/9/2023 • 41 minutes, 42 seconds
#5 - Scottish Beaches
Michael quits M$M on air to travel around Italy and make pasta by hand with the Pasta Grannies, which brings us to this episode’s questionable decision: quitting a stable job to build something great on your own. The team shares their experiences, gut feelings, poor choices, motivations, fears of failure, and plans.➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
1/2/2023 • 49 minutes, 26 seconds
#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 our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
12/26/2022 • 28 minutes, 33 seconds
#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 luxury on the water is actually a questionable decision or not.➔ Submit Your Decision to us by texting us at 321-222-0142➔ Join our email list: https://bit.ly/best-email-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
12/19/2022 • 31 minutes, 4 seconds
#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-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.
12/13/2022 • 34 minutes, 48 seconds
#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-listABOUT 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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.