CrunchFund — portfolio autopsies

Satellite imaging pioneer acquired by Google for $500M, sold to Planet Labs for $25M, and retired — a 95% write-down.

iBuyer pioneer that went public at $18B via SPAC and saw its stock fall 97% as rate hikes destroyed the model.

Computational photography AI hardware startup raised $121M for a revolutionary multi-lens camera that never found a mass market.

Rabbit burned through $11M trying to deliver groceries in 20 minutes across Cairo — and shut down after just 10 months, becoming a monument to quick commerce hubris

The Amazon brand aggregator raised $225M from General Atlantic to buy and scale FBA brands and quietly wound down when the aggregator model revealed structural unit-economic failures.

Israeli AI video creation startup raised $30M and was outcompeted by Canva and TikTok built-in tools

The iBuying startup that held $10B in homes when mortgage rates doubled

Luxury travel subscription company that went public via SPAC at 1.1 billion dollars and watched its stock collapse 95 percent as subscribers refused to pay high membership fees for limited supply.

Sweden's food waste marketplace had the mission but Too Good To Go had the execution.

P2P car sharing with $300M from SoftBank. Insurance costs and maintenance ate every dollar. Filed Chapter 11 in December 2023.

Yahoo paid $1.1B for Tumblr — Automattic later bought it for $3M after the NSFW ban destroyed the community

Mexico's largest BNPL platform. Rising rates broke the model.

iBuying pioneer. Fed rate rises doubled mortgage rates. Opendoor lost $1B in a quarter.

Australia's DTC mattress and furniture brand. Post-COVID furniture demand collapsed.

Tech-enabled real estate brokerage. Rate rises killed transactions. 800 layoffs.

Laid off everyone in 2019, rebuilt alone, then couldn't raise the $20M it needed to win.

A clever savings-sharing model for corporate travel — that needed travelers to exist.

The enterprise social network that won the market, sold to Microsoft — and got integrated too slowly to survive Slack.

The always-on social app that killed your battery before it could build your network.

Dave Morin's "thoughtful" private social network raised $60M to fix Facebook. Sold to Kakao for a nominal sum. Shut down in 2018.

Justin Kan's errand app sold for $10M then killed—proof that on-demand everything doesn't pencil out.

Justin Kan's Y Combinator errand startup — outpaced by TaskRabbit before reaching critical mass.

100 stamps per user, zero users at scale — Yahoo bought the team, not the product.

16 million downloads via viral spam tricks, then a $60M exit before the music stopped.