My full conversation with @based16z
0:19 the Hyperliquid call
5:01 almost losing his $HYPE airdrop
8:27 life after life changing money
10:12 dating a billionaire's daughter
14:37 from online poker to Crypto
16:40 two trades made his year
20:56 the Snapchat trade
27:43 Sydney Sweeney $AEO trade
31:14 posters move markets
41:42 loot and rob
44:23 advice for a 20 year old
47:23 math lore
51:49 why he has no social media
Leopold sold a product that people paid significant fees to buy.
Lots of talk about how Leopold took too much risk -- he took exactly as much risk as the insane $20-$30bn of capital demanded him to take.
The lesson isn't in what Leopold did (or failed to do) in his investing strategy -- the lesson is how institutions who manage money at a level that can be a meaningful check in a $30bn AUM fund didn't see the risks he was taking.
FOMO is a crazy thing.
Great to see this. ETF structure will help with tax efficiency, and Iโd expect AUM increase significantly over time given how strongly flows have shifted toward ETFs versus mutual funds. Crazy that this only has $75m in assets with the track record @gatorcapital has.
ETF Merger/Acquisition Filed
Gator Capital Long/Short ETF
Ticker: tba
Fees: 3.01%
Effective date: targeting Dec. 11, 2026
Target:
Caldwell & Orkin - Gator Capital Long/Short Fund - $COAGX / $GATRX - fees remain same at 1.00% management fees and 3.01% including interest and dividend expsense.
Reorganization of Gator Capital Long/Short Fund into an exchange traded fund structure.
ETF prospectus:
https://t.co/v3483HcllJ
Mutual fund prospecutus:
https://t.co/FDExvF3OIi
Filing: https://t.co/ZZZoelRmmb
#ETF #ETFmerger @gatorcapital