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.

Jason Okra

Founder

Founder at Wayline · Founder at Cribspot

San Francisco, California, United States

FoundedCribspot · YC Wayline · YC

Find your path to Jason

75 people in our graph share verified history with Jason — schools, employers, funds. One of them is your warm intro.

David FrankelunlockedJason: together at SeatGeek (2012–2013)

×7Jason: together at WeWork

×2Jason: together at Webflow

Jason: together at SeatGeek

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 Wayline YC S25

Intro paths

Jason went through Y Combinator (Summer 2025) — any YC alum in your network can reach them through the YC community.

Their group partner at YC was Gustaf Alstromer — the partner who ran Wayline's batch and knows the company first-hand. YC profile ↗

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In turn, Jason can intro founders to Wayline's investors below.

Wayline's investors · 3

Moonfire VenturesLondon Valia VenturesLondon · $50K – $50M checks Y CombinatorSan Francisco · $500K checks · since 2025

Co-founders at Wayline

Eric RowellFounder

Founder at Cribspot YC W15

Intro paths

Jason went through Y Combinator (Winter 2015) — 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 · 1

Y CombinatorSan Francisco · $500K checks · since 2015

Co-founders at Cribspot

Evan DancerFounder/CTO/Lead Engineer - Javascript (Ember), Ruby (Rails), React Native

Tim JonesFounder/CTO

Jason OkrasinskiExecutive Officer, Director

Experience

WaylineCEO & Foundercurrent2025 — present
Baker Street ManagementCEO & Foundercurrent2018 — presentAnn Arbor, Michigan, United States
WebflowProduct2023 — 2025
ItanaAdvisor2022 — 2024
JUPEHead of Product2022 — 2023San Francisco Bay Area
WeWorkDirector of Product2020 — 2022New York, New York, United States
WeWorkWelive, Product Owner2019 — 2020
Apartment ListSoft Landing2018
Cribspot (YC W15)CEO & Founder2013 — 2018Ann Arbor, MI
SeatGeekMarketing Intern2012 — 2013New York City Metropolitan Area

Skills & more

Financial ModelingMarketingAnalyticsPublic RelationsMarketing StrategyMarket ResearchBusiness StrategyData AnalysisSEOLeadershipAnalysisMicrosoft Excel

+3 more

PowerPointMicrosoft WordPhotoshop

From 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.