Weekly Roundup 07/31/26 (Situational Awareness collapse, Coldcard exploit, latest on CLARITY, Visions of Bitcoin 8 years on) (EP.732) – On The Brink with Castle Island

Weekly Roundup 07/31/26 (Situational Awareness collapse, Coldcard exploit, latest on CLARITY, Visions of Bitcoin 8 years on) (EP.732) – On The Brink with Castle Island — Transcript

Market views

Bullish

ANTHROPIC— Leo (Leopold Aschenbrenner) preserved his Anthropic private position despite massive public portfolio liquidation, choosing to sell public holdings rather than this private stake when offered a deal with Green Oaks and Sequoia.
HOOD— Robinhood's prediction market business generated $156M in Q2, surpassing both crypto ($100M) and spot equities for the first time, showing strong retail appetite shift toward prediction markets.
BTC— Michael Saylor/MicroStrategy raised $544.5M in new common stock and bought back $25M of STRC preferred, bringing cash reserves to $3.75B while maintaining 843,775 BTC, positioning for potential four-year cycle bottom.

Bearish

COLDCARD— Coldcard hardware wallet suffered catastrophic security breach with over 600 BTC stolen due to bad entropy bug affecting wallets from 2021-2024, caused by licensing change that introduced vulnerability. Manufacturer liability and potential company cessation.
CRYPTO— Retail appetite has shifted away from crypto toward prediction markets, with Robinhood's crypto revenue ($100M) now trailing prediction markets ($156M) for the first time.
STORJ— Storj, an early decentralized cloud storage project (pre-Filecoin era), filed for Chapter 11 bankruptcy, marking end of era for original decentralized storage plays.

Not investment advice.

Mentioned

Market views