Jason Swafford
Technology transformation isn't about tools. It's about trust.
25 years. Seven transformations. 300+ engineers across three continents. A systematic approach to technology leadership you can apply.
How I Work
Three ways to engage
Fractional Executive
Step into CTO/CIO roles with someone who's operated at scale. Strategy, team assessment, board communication, M&A diligence.
Learn moreAssessments
Systematic evaluation using the TRUST Framework. Org health, AI readiness, engineering effectiveness. Findings that lead to action.
Learn moreTransformation
End-to-end engagements. AI implementation, engineering effectiveness, org redesign. The patterns I've applied across seven transformations.
Learn moreThe Pattern
Five principles across seven transformations
Every organization is different. But the patterns that drive successful transformation are remarkably consistent.
Featured
Where I've applied this
Enterprise Scale
Cengage Group, SVP of Technology · Boston, MA
Led all software engineering for Cengage Learning—globally distributed team across US, India, and Ukraine. Scaled engineering effectiveness through DORA-aligned DevOps practices. Navigated PE ownership, federal compliance, and M&A integration.
What I learned:
"What works at 40 people breaks at 300. Global teams require explicit design—communication structures, clear ownership, deliberate culture-building. Metrics reveal culture; they don't create it."
Ready to talk?
I work with organizations navigating technology transformation—whether that's AI adoption, engineering effectiveness, or leadership transition.
Get in Touch