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Adir Shiffman

Stick or twist? How start-up investors know when it’s time to sell

VCs selling down Canva stakes could leave huge gains on the table, but don’t want to leave selling too late. Poorly timed sales have a history of destroying value.

Adir ShiffmanColumnist

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For most founders, the most festive moment in their start-up journey will be the capital raise announcement. Venture capital firms are almost unique in celebrating the buy in, and such investments are often accompanied by gushing praise for the start-up’s founders.

This narrative makes selling down a tricky endeavour, open to misinterpretation that risks eroding that VC’s reputation as a true believer. However, missing the exit window has frequently turned a spectacular start-up gain into catastrophic failure, sometimes in very public circumstances.

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    Original URL: https://www.afr.com/technology/stick-or-twist-how-start-up-investors-know-when-it-s-time-to-sell-20240505-p5fp1c