Wayline
Summer 2025 · Active
AI voice for property managers
Founded: 2025
Team size: 2
About
Founders
Jason OkraFounder
CEO and Co-founder of Wayline. Jason formerly led WeWork’s commercial $110M All-Access business, ran the WeLive coliving product, headed software development at the hospitality provider Jupe (YC S21, Initialized-backed), and advised apartment-finder Kopa (W19). Previous to that, he founded and bootstrapped Baker Street, a boutique property management company to $1M ARR. In addition, Jason founded the multi-family prop-tech startup Cribspot (YC W15), with the team joining Apartmentlist in 2018.
Eric RowellFounder
Co-founder & CTO of Wayline (YC S25). I was previously the founder & CEO of Second (YC W23) where I raised $1.9M to build enterprise codebase maintenance tools. Before that, I was the co-founder and CTO of Uiflow (YC W21) where I raised $21M, built a no-code platform for enterprises, and was acquired by Workday. Before that, I was the Head of Data Visualization at Workday, UI architect at LinkedIn and Yahoo, author of HTML5 Canvas Cookbook, and created several popular open source libraries.