Sean McCullough
Director of Engineering, Enterprise at Airtable
About
I'm Sean McCullough, currently the Director of Engineering for Enterprise at Airtable. My career has been defined by leading large-scale engineering organizations through complex transitions, including nearly nine years at Atlassian where I led teams for Trello, Compass, and Bitbucket. I specialize in building the 'organizational muscle' needed to scale teams and modernize infrastructure, having helped grow offices from 20 to 200 people and migrating massive platforms to the cloud without downtime. I am deeply passionate about democratizing software creation through AI and natural language interfaces, and I thrive on making the strategic technical bets that unlock enterprise growth. I'm always looking to connect with others navigating the challenges of enterprise scale or those interested in the future of developer experience and automation.
Networking
What I can offer
- ›Expertise in scaling engineering organizations (40-200+ people)
- ›Strategic guidance on enterprise SaaS and cloud infrastructure
- ›Insights into technical due diligence and high-stakes deal support
Looking for
- ›expanding my professional network
- ›exploring mutual opportunities in Enterprise SaaS and Engineering Leadership
Best fit for
Current Interests
Background
Career
Progressed from developer roles at Eliason Media and Groupon to engineering leadership at Atlassian, where he spent over 8 years in various Director and Head of Engineering roles before joining Airtable.
Education
BA in Latin and Philosophy from Loyola University Chicago (2007 – 2009)
Achievements
- ›Resolved engineering blockers to help close the largest enterprise deal in Airtable’s history
- ›Founding engineering leader for Atlassian Compass, bootstrapping a team of 40 developers
- ›Managed Bitbucket cloud migration with zero customer downtime
- ›Scaled Atlassian’s Mountain View office from 20 to 200 employees in one year
Opinions
- Believes in building 'organizational muscle' and creating clarity in ambiguous situations
- Places high value on making sound technical bets and exercising strategic judgment
- Excited about AI and natural language interfaces as a means to democratize software creation