Questionable Decisions

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-list ABOUT THE SHOW:  A podcast about the choices we all make—some good, some embarrassingly bad...

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-list ABOUT THE SHOW:  A podcast about the choices we all make—some good, some embarrassingly bad. In our day jobs, the Millenni...

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 ➔ J...

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.l...

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-list ABOUT THE SHOW:  A podcast about the choices we all...

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-list ABOUT THE SHOW:  A podcast about the choices we all make—some good, some embarrassingly bad. In our day jobs, the Millenn...

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-list ABOUT THE SHOW:  A podcast about the...

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 accoun...

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-list AB...

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-list ABOUT THE SHOW:  A podcast about the choices we all make—some good, some embarrassing...

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-list ABO...

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 manipulativ...

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 t...

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/bes...

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-list ABOUT THE SHOW:  A podcast about the choices we all make—some good, some embarrassi...

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-l...

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. L...

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-list ABOUT THE SHOW:  A podcas...

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? ➔...

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-list ABOUT THE SHOW:  A podcast about the choices we all make—some good,...

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? ➔ Su...

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-list ABOUT THE SHOW:  A podcast about the choices we all make—some good, some embarrassingly bad. In our day jobs, t...

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 ques...

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-list ABOUT THE SHOW:  A podcast about the choices we...

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 D...