Ryan Winemiller Appointed as Head of Marketing at Trellis AI

Trellis AI has appointed Ryan Winemiller as Head of Marketing, adding a seasoned growth leader as the company scales. He joins from HiBob, where he most recently led marketing for the Americas.

A Track Record In Marketing

Winemiller has spent 11 years in marketing, according to Crustdata people data. He joined HiBob, a company of 2,123 people, in 2025 as Head of Marketing, FP&A Technology, and went on to lead marketing for the Americas.

Before that, he built his career at Mosaic.tech, rising from Director of Growth to the top marketing role in 2024. Earlier chapters include Marketing Lead positions at Crystal Knows and Teamable, digital marketing work at Crowdskout and founding RVA Digital. He holds a Bachelor of Science in Management from Tulane University.

Why It Matters For Trellis AI

Trellis AI builds an AI agent that automates intake, prior authorizations and appeals, helping providers increase revenue while reducing administrative burden. Founded in 2023 and headquartered in San Francisco, the company has grown its headcount by 100% over the past 12 months to 20 employees, Crustdata company data shows, with growth of 42.9% in the last six months. Its team spans the San Francisco Bay Area and the New York City Metropolitan Area, and its backers include Y Combinator. Winemiller arrives as that growth gathers pace, bringing hands-on experience in scaling marketing at fast-moving software companies.

What's Next

Winemiller starts in November 2026, after his appointment was announced on November 9. He will be based in San Francisco, where Trellis AI is expanding its commercial team. The company has posted 15 open roles since August 2026, all in the United States. Six of them sit in Sales/PMM, including Account Executive positions focused on health systems, oncology and specialty provider groups, so the new marketing leader will be supporting a growing sales organization from day one.