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.

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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 we could talk about anything here as we spend some time hanging out contemplating… Questionable Decisions.

[00:01:00] Hospitality vs Event: Discussion about the difference between hosting a casual gathering and hosting a more elaborate event.

[00:01:35] Asking People To Pitch In: Exploration of the dilemma of asking guests to contribute financially to an event and the considerations involved.

[00:05:10] Communication and Expectations: Importance of clear communication and setting expectations when asking guests to chip in for an event.

[00:10:36] The Karaoke Party Dilemma: Discussion about a party where the host asked guests to chip in to cover unexpected expenses.

[00:12:29] Hosting Political Debate Parties: Conversation about hosting watch parties for political debates, including past experiences and expectations for the upcoming Republican debate.

[00:18:06] Themed Parties and Past Mistakes: Discussion about past themed parties, such as an 80s murder mystery party and a hat party, and a question about financial mistakes and advice for one's younger self.

[00:23:28] The Anxiety Of Ignoring Financial Problems: Discussion about the anxiety that leads to ignoring financial problems and the importance of taking action.

[00:24:59] Missed Opportunity With Tesla Stock: Bobby shares a personal story about not investing in Tesla stock when it was $12 a share, highlighting the missed opportunity.

[00:27:40] Wasting Money On A Cartoon Artist: Bobby talks about spending thousands of dollars on a cartoon artist for a cartoon teddy bear, reflecting on the regret of wasting money on unnecessary expenses.

[00:28:45] Encouraging Interaction: Join our email list and submit your questionable decision!