ENTREPRENEURSHIPLong-horizon; outcomes resolve over years.75% confidence

The 1% Bet

Sure things bore me; long shots make my ears perk up.

Problem it solves

How to pick which asymmetric opportunities to chase when most people optimize for certainty.

Best for

Founders and investors with the risk tolerance and capital to absorb many misses for rare outsized wins.

Not ideal for

Capital-constrained situations where a single loss is ruinous.

Overview

Why this framework exists

Repole inverts conventional risk appetite: a '99% sure thing' gets zero interest, a '1% chance' makes his ears perk up, and a 50/50 that people pass on is the kind of regret he refuses to carry. He'd rather make mistakes than have regrets. The canonical illustration is Kobe Bryant's BodyArmor bet — Repole warned there was a 1% chance, and Kobe replied those were the best odds he'd ever had.

Core principles

3 total
  1. Avoid sure things; the asymmetry is gone.
  2. A 50/50 you pass on becomes a lifelong regret.
  3. Prefer mistakes over regrets — mistakes are recoverable learning.

Origin story

How this framework came to be

Repole says he doesn't advise this for everyone, but his personality is wired to chase low-probability, high-upside bets. He cites Kobe Bryant's $6M BodyArmor investment — made on explicitly long odds — that became ~$400M for Bryant's estate.

Source

Traced to primary
Source · VIDEO
Mike Repole on Next Up with Adam Breneman (full episode)
Next Up with Adam Breneman · 2025
Open source →