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Khosla Ventures Invests $10 Million in Ian Crosby's New AI Bookkeeping Startup

Ian Crosby's new startup, Synthetic, aims to innovate bookkeeping with AI, backed by a $10 million investment from Khosla Ventures.

Entrepreneur Ian Crosby, previously known for his venture Bench Accounting, is embarking on a new journey with his latest startup, Synthetic. This innovative company aims to revolutionize bookkeeping through a fully autonomous AI system capable of generating accrual-based financials without human intervention. Although still in the design phase, Synthetic has successfully secured $10 million in seed funding, led by Khosla Ventures and joined by Basis Set Ventures and Shopify CEO Tobias Lütke.

Crosby's past experience with Bench, which faced challenges leading to its eventual closure, would typically deter investors. However, Khosla partner Jon Chu embraces such risks, believing that controversy can reveal deeper truths beyond surface narratives. "I believe people have room for growth," he stated, highlighting Crosby's potential for success with Synthetic.

Despite the hurdles faced during his tenure at Bench, Crosby asserts that he was not solely responsible for the company's downfall. After being dismissed by the board in 2021, he has since gained valuable insights through roles at Shopify and the founding of another startup, Teal, which was acquired by Mercury.

Chu's confidence in Crosby stems from positive feedback from executives who worked alongside him post-Bench, suggesting that Crosby has learned from his previous experiences. He is now focused on creating a bookkeeping service that relies entirely on AI, rather than the traditional human-centric approach seen in companies like Xero. "We're not going to release anything that's not fully autonomous," Crosby emphasized, underscoring his commitment to innovation.

Synthetic aims to cater exclusively to AI and software startups. However, Crosby acknowledges the current limitations of AI in bookkeeping, noting that while their prototype serves a specific user base, scaling it for broader applications remains uncertain. He likens the challenge to a self-driving car that can navigate only familiar streets, emphasizing the need for further development before achieving wider reliability.

Despite these challenges, Crosby is prepared to exercise patience as he waits for advancements in foundational models. "I've raised years of cash, so we can just wait it out," he concluded, indicating a long-term vision for Synthetic's success in the evolving landscape of automated bookkeeping.