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Khosla Ventures is betting $10M on Ian Crosby, whose first startup, Bench, imploded

Khosla Ventures has invested $10M in Synthetic, a new AI bookkeeping startup founded by Ian Crosby, whose previous company Bench Accounting failed in 2024. The startup aims to create a fully autonomous AI bookkeeper, though the technology may not yet be feasible. The investment is notable given Crosby's controversial background and the high-risk nature of the venture.

Background

Ian Crosby previously co-founded Bench Accounting, which provided bookkeeping services for small businesses but ultimately failed in 2024. The new venture Synthetic aims to automate bookkeeping using AI, though the technical feasibility of fully autonomous financials remains uncertain.

Source
TechCrunch
Published
May 14, 2026 at 11:20 PM
Score
5.0 / 10