0:48

In this brief interview segment, Speaker A and Speaker B discuss their venture fund’s investment approach, focusing on The Last Gameboard, the inaugural company founded by Shail (Shailyn). Speaker B explains that the fund initially invested in The Last Gameboard and later re‑upped (made a follow‑on investment) based on a strategy of opportunistic additional funding for high‑conviction founders. He emphasizes strong belief in Shailyn’s vision, noting that such re‑ups have been rare across the portfolio. Speaker A adds that the fund has only doubled down on a few companies—about two or three—in Fund 1, including The Last Gameboard, highlighting a selective reinforcement strategy for startups they strongly support.

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