How a $56 Million Bet on Stride Reflects Investor Jealousy and Hope

In the grand theater of finance, the third quarter of 2025 was apparently the act where Divisadero unceremoniously cast this new character, Stride, into their portfolio. For those who like to keep score, they now hold just over 2.4% of this young, ambitious company. It’s a modest slice, but given the $2.29 billion of assets under management, it’s more of a gesture of curiosity than a declaration of war. Still, it’s enough to turn some heads, not least here, with me, an investor by profession and a curious wanderer by habitual impulse.


