Our Best And Worst Investments of 2025

About this video

Sam Parr and Shaan Puri host their annual year-end awards episode with guest Steph Curry (referred to as Steph), going rapid-fire through categories like best and worst investments, personal losses, and coolest moments. The hosts discuss their investment decisions over the past year, share embarrassing personal stories, and celebrate inspiring people and experiences that defined 2024.

Key takeaways

• Shaan’s best investment was moving to New York City to be near family and working in-office, prioritizing happiness and relationships over financial returns; his worst investment was passing on three opportunities to invest in Poly Market, Khipu, and Whatnot—all now valued above $10 billion.
• Sam’s best investment was a $1.5M portfolio of stocks (Shopify, Tesla, Eli Lilly, Bitcoin, Coinbase, Google) bought on impulse with a blended 35% return; his worst was HubSpot stock he sold too early when its valuation multiple was expanding.
• Shaan’s misogi (defining annual challenge) was learning piano over 11 months, which culminated in an emotional performance at Jesse Itzler’s house that moved Jesse, his wife (Spanx founder Sara Blakely), and their family—a moment Shaan described as one of the coolest of his life.
• Steph invested in Accutane for acne treatment after hearing about it from MrBeast, describing it as transformative after nearly two decades of skin issues; her worst investment was networking events that felt obligatory but yielded little value.
• Angel investing typically requires 50+ deals to find 1-2 breakthrough winners; Shaan estimates a 3-4x return over 10 years on a conservative basis, but the real returns come from a small number of companies achieving 50-100x or more returns.

Episode details: published December 18, 2025 · 18K views · 1:39:47 long. Summary written by Self Growth Videos from the episode itself. The business ideas, figures and results discussed are the hosts’ and guests’ own claims, shared as brainstorming and entertainment — not verified facts and not investment advice.

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