Wayline Launches: AI Voice and Text for Property Managers
"Wayline converts leads and resolves issues 24/7."
TL;DR Wayline is voice AI and text for property managers that automates all tasks traditionally handled by receptionists, leasing agents, and maintenance coordinators. Imagine staffing an always-on property assistant that can convert leads and resolve issues instantly, day or night. Instead of robo-menus or call centers, every call and text is answered instantly by AI that knows the property better than the onsite teams.
Wayline brings a decade of property tech and real estate operations experience, having bootstrapped a management company to $1M ARR, run WeLive’s global operations, and overseen WeWork’s $110M All-Access product. They're also multi-time founders, having raised $25M+ across three YC-backed companies, and built platforms at LinkedIn and Workday. Together, the Wayline team combines deep real estate expertise with repeat founder experience in AI and enterprise software.
https://www.youtube.com/watch?v=csrPXRzr6zU

Founded by Jason Okra & Eric Rowell
The Team
- Jason Okra previously led WeWork’s $110M All-Access product, ran WeLive’s global operations, and bootstrapped a property management company to $1M ARR.
- Eric Rowell is a 3x YC founder who has previously raised $23M+, architected the LinkedIn homepage, and was the Head of Data Visualization at Workday.
They’re building the AI operator for the 46M rental units in the US. Learn more at wayline.com.
The Problem
Property management is human-intensive, low-margin, and full of repetitive communication. Operators juggle endless leasing calls, maintenance triage, and support inquiries - all while managing constant staff turnover and fragmented tools like AppFolio, Yardi, and spreadsheets. The result: overworked teams, missed opportunities, and reactive service.
The Solution
Wayline is the new front desk for real estate. Property management is largely administrative work - phone calls, coordination, and repetitive workflows - and they automate all of it with AI and a property-specific knowledge base. Wayline pulls in data from hundreds of public and proprietary sources to resolve issues in real-time and automate follow-up workflows. For tenants and prospects, calling or texting the building is the interface. For operators, Wayline centralizes and scales what used to take teams of on-site managers and assistants.


Why Now
Real estate has resisted disruption for decades with fragmented platforms, duct-taped point solutions, and thin margins. However, AI changes the labor equation: for the first time, the administrative side of property management can be run largely by software. And unlike human teams, AI never sleeps or churns.
Learn More
🌐 Visit www.wayline.com to learn more.
👣 Follow Wayline on LinkedIn.
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