Assort Health cofounders Jeff Liu (left) and Jon WangAssort HealthScheduling doctor appointments is its own form of hell for both physicians and patients. Assort Health’s AI fix helped it raise its third venture round in 14 months.Jon Wang and Jeff Liu have a thing for cowboy hats. The cofounders and co-CEOs of Assort Health wear them everywhere, including to their board meetings and, recently, to raise venture money for their startup. "I just liked the look of them, the vibe," says Liu. "It's the wild west of healthcare."It's a shtick, of course, but it also worked. With their hats on, the duo raised their third venture funding round in just 14 months to keep building out their voice chatbot for scheduling doctor appointments. The new funding of $120 million, led by Menlo Ventures, brings Assort’s valuation to $1.2 billion, up more than 70% from its valuation of $700 million last September. Assort has now raised a total of $222 million from top investors that include Lightspeed, First Round and Chemistry.The flood of funding reflects just how miserable it is for both patients and doctors’ offices to schedule appointments. Some 15,000 physicians, largely at specialty providers like orthopedics and dermatology, have now rolled out Assort Health’s AI voice chatbot to take all those calls for them. Liu and Wang started the San Francisco-based company in 2023. Assort made the cut for the Forbes Next Billion-Dollar Startups list in 2025, and the cofounders subsequently gained a spot on the 2026 Forbes 30 Under 30 list.As for the cowboy hats, “it’s something they have embraced as a culture,” says Menlo Ventures partner JP Sanday. “It’s a good rallying cry for the team and a great way to bond.”Assort’s new valuation of $1.2 billion is more than 70% higher than at its previous funding round last September.