Episodes

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#33 - Boots Required

#33 - Boots Required

Episode 34 · · 28:59

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...

#33 - It’s Pronounced Porsche-ah

#33 - It’s Pronounced Porsche-ah

Episode 33 · · 32:16

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 Decis...

#32 - Where's My Rent?

#32 - Where's My Rent?

Episode 32 · · 33:52

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 he...

#31 - Cow Tipping

#31 - Cow Tipping

Episode 31 · · 36:25

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...

#30 - Crisp Dollar Bills

#30 - Crisp Dollar Bills

Episode 30 · · 35:02

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 wi...

#29 - Called On Your BS

#29 - Called On Your BS

Episode 29 · · 33:56

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 Deci...

#28 - Rent-A-Friend

#28 - Rent-A-Friend

Episode 28 · · 29:33

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, gettin...

#27 - Definitely Judging You

#27 - Definitely Judging You

Episode 27 · · 35:56

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, espec...

#26 - Drop The Rocks

#26 - Drop The Rocks

Episode 26 · · 38:58

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...

#25 - Jingle Jangle

#25 - Jingle Jangle

Episode 25 · · 37:35

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...

#24 - Conspiracy Town

#24 - Conspiracy Town

Episode 24 · · 44:47

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 ...

#23 - Murder Cabin

#23 - Murder Cabin

Episode 23 · · 35:09

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 vacatio...

#22 - Couples Therapy

#22 - Couples Therapy

Episode 22 · · 38:46

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 i...

#21 - OnlyFrats

#21 - OnlyFrats

Episode 21 · · 33:34

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 ...

#20 - Friend Failure

#20 - Friend Failure

Episode 20 · · 29:46

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 servi...

#19 - Shower Bed

#19 - Shower Bed

Episode 19 · · 32:27

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 eve...

#18 - Pie. Fly. Bye.

#18 - Pie. Fly. Bye.

Episode 18 · · 32:39

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. ...

#17 - Pasta La Vista, Baby

#17 - Pasta La Vista, Baby

Episode 17 · · 38:57

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...

#16 - Off The Rails

#16 - Off The Rails

Episode 16 · · 35:01

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 ...

#15 - Love Is Bald

#15 - Love Is Bald

Episode 15 · · 46:41

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 birthd...

#14 - Twerking at CVS

#14 - Twerking at CVS

Episode 14 · · 28:11

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 quest...

#13 - Knit-Picking

#13 - Knit-Picking

Episode 13 · · 33:14

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...

#12 - Rapper Drama

#12 - Rapper Drama

Episode 12 · · 38:07

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 th...

#11 - Fried Chicken Culture

#11 - Fried Chicken Culture

Episode 11 · · 36:18

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 ...

#10 - 69 Inside

#10 - 69 Inside

Episode 10 · · 37:49

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 me...

#9 - Regulation Meatballs

#9 - Regulation Meatballs

Episode 9 · · 31:00

 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 quest...

#8 - Chex Mix

#8 - Chex Mix

Episode 8 · · 34:38

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 ...

#7 - Ghosts in First Class

#7 - Ghosts in First Class

Episode 7 · · 44:35

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...

#6 - Miss Kristy

#6 - Miss Kristy

Episode 6 · · 41:42

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 child...

#5 - Scottish Beaches

#5 - Scottish Beaches

Episode 5 · · 49:26

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 buil...