Wayline: AI voice and text for property managers

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.

We bring a decade of property tech and real estate operations experience, having bootstrapped a management company to $1M ARR, run WeLive’s global operations, and oversaw WeWork’s $110M All-Access product. We’re also multi-time founders, having raised $25M+ across three YC-backed companies, and built platforms at LinkedIn and Workday. Together, we combine deep real estate expertise with repeat founder experience in AI and enterprise software.

https://www.youtube.com/watch?v=csrPXRzr6zU

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 we automate all of it with AI and a property-specific knowledge base. We pull 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.

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.

We’re building the AI operator for the 46M rental units in the US. Learn more at wayline.com →