
A failed first startup taught Rohan Shah to study the machinery of large companies. Then a fantasy-football joke became Extend, a serious bet on everything retailers used to neglect after the sale.

Castelion’s co-founder began by bolting hardware together in the desert. Now he is financing a wager that missiles can be built with the cadence, cost discipline, and iterative habits of modern manufacturing.
He sold Pokémon cards as a kid, endured a hundred investor rejections, and found Whatnot’s future by going live with a roomful of Funko Pops. The bet was never merely on auctions. It was on making online shopping feel inhabited again.

FabFitFun began as a newsletter, found its business model in the event gift bag, and grew by treating surprise as an operating system. Daniel Broukhim’s career is a study in pivots, partnership, and the unglamorous math behind a delightful box.