Our Best And Worst Investments of 2025

The co-hosted podcast episode features Shaan Puri, Sam Parr, and Steph Smith reflecting on the past year through various categories. They discuss their best and worst investments, with Shaan highlighting stock gains from companies like Shopify and Eli Lilly based on Sam's tip about Ozempic. They also share personal "L"s, including Sam's awkward pregnancy assumption and Shaan's jury duty experience. The hosts name their "Billy of the Year," celebrating figures like Jesse Cole for his innovative minor league baseball entertainment. They further explore frame-breaking individuals who have influenced them, such as Kristen Berman's community-focused living and Nick Mowbray's entrepreneurial grit. Shaan reveals his new Misogi: quitting social media to read more books.

Outlines

Part 1: 2023 Financial Recap

Part 2: Personal Fails and "Billy of the Year"

Part 3: Inspiration and Frame-Breaking People

Part 4: Future Outlook and Habits

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My First Million

Part 1: 2023 Financial Recap

Podcast Introduction and Best Investments of 2023: Real Estate, Accutane, and Stocks

The Rationale Behind Eli Lilly and Worst Investments: Bubble Tea and Networking Events

Shaan's Missed Opportunities: Polymarket, Kalshi, and Whatnot

Part 2: Personal Fails and "Billy of the Year"

Sam's Pregnancy Gaffe and Shaan's Jury Duty Debacle

Steph's Regret: Staying Too Long in the Wrong Job and Billy of the Year: Steve Houghton

Billy of the Year: Jesse Cole and Shaan's Piano Performance for Jesse Itzler

Part 3: Inspiration and Frame-Breaking People

The Impact of Shaan's Piano Performance and Coolest Moment: Meeting Jesse Itzler

Frame-Breaking People: Will Guidara and John Morgan

Frame-Breaking People: Kristen Berman and Nick Mowbray

Part 4: Future Outlook and Habits

Biggest Changes for Next Year: Shaan's Social Media Detox and Sam's Content Push

Meme of the Year and Best New Habit: Running

Our Best And Worst Investments of 2025

My First Million

Part 1: 2023 Financial Recap

00:00Podcast Introduction and Best Investments of 2023: Real Estate, Accutane, and Stocks

Podcast Introduction and Best Investments of 2023: Real Estate, Accutane, and Stocks

07:14The Rationale Behind Eli Lilly and Worst Investments: Bubble Tea and Networking Events

The Rationale Behind Eli Lilly and Worst Investments: Bubble Tea and Networking Events

12:15Shaan's Missed Opportunities: Polymarket, Kalshi, and Whatnot

Shaan's Missed Opportunities: Polymarket, Kalshi, and Whatnot

Part 2: Personal Fails and "Billy of the Year"

19:48Sam's Pregnancy Gaffe and Shaan's Jury Duty Debacle

Sam's Pregnancy Gaffe and Shaan's Jury Duty Debacle

27:51Steph's Regret: Staying Too Long in the Wrong Job and Billy of the Year: Steve Houghton

Steph's Regret: Staying Too Long in the Wrong Job and Billy of the Year: Steve Houghton

34:48Billy of the Year: Jesse Cole and Shaan's Piano Performance for Jesse Itzler

Billy of the Year: Jesse Cole and Shaan's Piano Performance for Jesse Itzler

Part 3: Inspiration and Frame-Breaking People

47:47The Impact of Shaan's Piano Performance and Coolest Moment: Meeting Jesse Itzler

The Impact of Shaan's Piano Performance and Coolest Moment: Meeting Jesse Itzler

53:51Frame-Breaking People: Will Guidara and John Morgan

Frame-Breaking People: Will Guidara and John Morgan

1:04:27Frame-Breaking People: Kristen Berman and Nick Mowbray

Frame-Breaking People: Kristen Berman and Nick Mowbray

Part 4: Future Outlook and Habits

1:13:42Biggest Changes for Next Year: Shaan's Social Media Detox and Sam's Content Push

Biggest Changes for Next Year: Shaan's Social Media Detox and Sam's Content Push

1:25:30Meme of the Year and Best New Habit: Running

Meme of the Year and Best New Habit: Running