Most investors would run from a founder facing the kind of challenges Crosby is right now — the fallout of his previous business collapsing and a vision that may exceed the technical feasibility of current foundational models. But Khosla partner Jon Chu told TechCrunch he sometimes does just the opposite: “I tend to run towards controversy a little bit.”

“In controversy, groupthink often shapes the narrative rather than the truth of the story itself,” he said, citing Parker Conrad’s 2016 ousting from Zenefits as an example. While the industry narrative was initially critical of Conrad, he subsequently founded Rippling, which is now valued at nearly $17 billion.

“I believe people have room for growth,” Chu said about his bet on Crosby and Synthetic.

Crosby maintains he wasn’t directly responsible for bringing Bench to the point of insolvency. According to him, he was fired by Bench’s board in 2021, three months after he turned down a $250 million acquisition offer from Brex. The board also disagreed with Crosby’s strategic direction, especially as the business was bleeding cash, and his executive team was reportedly frustrated with his direct leadership style.