Jason Okra
FounderFounder at Wayline Β· Founder at Cribspot
San Francisco, California, United States
FoundedCribspot Β· YCWayline Β· YC
About
Jason led WeWork's All-Access commercial business and WeLive coliving product, served as head of software development at hospitality provider Jupe, and previously founded and bootstrapped Baker Street property management company and Cribspot, a multifamily property-technology startup that was acquired by ApartmentList in 2018.
Founder at WaylineYC S25
Intro paths
Jason went through Y Combinator (Summer 2025) β any YC alum in your network can reach them through the YC community.
Their group partner at YC was Gustaf Alstromer β the partner who ran Wayline's batch and knows the company first-hand. YC profile β
In turn, Jason can intro founders to Wayline's investors below.
Wayline's investors Β· 3
Co-founders at Wayline
Founder at CribspotYC W15
Intro paths
Jason went through Y Combinator (Winter 2015) β any YC alum in your network can reach them through the YC community.
In turn, Jason can intro founders to Cribspot's investors below.
Cribspot's investors Β· 1
Co-founders at Cribspot
.jpg)
Experience
- WaylineCEO & Foundercurrent2025 β present
- Baker Street ManagementCEO & Foundercurrent2018 β presentAnn Arbor, Michigan, United States
- WebflowProduct2023 β 2025
- ItanaAdvisor2022 β 2024
- JUPEHead of Product2022 β 2023San Francisco Bay Area
- WeWorkDirector of Product2020 β 2022New York, New York, United States
- WeWorkWelive, Product Owner2019 β 2020
- Apartment ListSoft Landing2018
- Cribspot (YC W15)CEO & Founder2013 β 2018Ann Arbor, MI
- SeatGeekMarketing Intern2012 β 2013New York City Metropolitan Area
Skills & more
+3 more
PowerPointMicrosoft WordPhotoshopFrom Jason's professional profile.
Frequently asked questions
- Who is Jason Okra?
- Jason led WeWork's All-Access commercial business and WeLive coliving product, served as head of software development at hospitality provider Jupe, and previously founded and bootstrapped Baker Street property management company and Cribspot, a multifamily property-technology startup that was acquired by ApartmentList in 2018.
- Where does Jason Okra work?
- Jason Okra is Founder of Cribspot and Founder at Wayline.
- What companies did Jason Okra found?
- Jason Okra founded Cribspot, Wayline.
- Where did Jason Okra go to school?
- Jason Okra studied at Y Combinator (Winter); University of Michigan - Stephen M. Ross School of Business.
Founder mafias
Y Combinator mafia8,773
Also came through, then founded or led a company.
+ 8,766 more
Y Combinator mafia4,716
Also came through, then founded or led a company.
+ 4,709 more
University of Michigan - Stephen M. Ross School of Business mafia24
Also came through, then founded or led a company.
+ 17 more
Webflow mafia7
Also came through, then founded or led a company.
Apartment List mafia4
Also came through, then founded or led a company.
Same school
Also attended Y Combinator2,000
+ 1,994 more
Also attended University of Michigan - Stephen M. Ross School of Business280
+ 274 more
Shared employers
Also worked at Wayline1
Also worked at Webflow13
+ 7 more
Also worked at WeWork80
+ 74 more
