Fractional technology leadership for the AI frontier
Nearly 3 decades of deep technology expertise. Specializing in fractional CTO and CAIO services for small to mid-sized organizations.

Comprehensive technology leadership for modern enterprises
Bridging strategic vision with technical execution through flexible, high-impact technology leadership.

Fractional CTO
Strategic technology leadership without the full-time commitment. Guide your team, architecture, and roadmap.

Fractional CAIO
AI strategy, model selection, fine tuning, and tactical oversight. From AI readiness assessments to holistic implementation.

Enterprise Modernization
Transform legacy systems into modern, scalable platforms. Nearly 3 decades of Fortune 500 tech leadership experience.
Trusted by Industry Leaders




Strategic technology leadership
Guiding executive decisions through deep technical insight—where architecture and due diligence directly protect enterprise value.
M&A Due Diligence
Prevented a costly $100 million acquisition by leading deep technical due diligence for the world’s largest title insurance company.

“Shawn Livermore quite literally saved our company. He recovered our data, re-architected and rebuilt our flagship product, and recalibrated our technical teams for success.”
Client success stories
Proven impact across enterprise modernization, M&A, and technology leadership. From $100M savings to $20M+ transformations—see the outcomes.

Enterprise modernization at scale
Led 30+ developers to rebuild flagship products for 2nd largest US property tax processor ($18B annually).

Holistic Software Architecture
Architected and led development teams for a legal automation software company, aquired for $50M.

Software Product Design for Title Ins Web App
Reimagined and redesigned multiple windows desktop apps into a new design of a single, unified, modern web app.

iOS Web App Design and Webservices
Front-end iOS design and back-end webservices architecture and development to support the new iOS app.

DevOps CI/CD Pipeline Implementation
Helped one of the fastest growing legal processing companies in the United States to automate its continuous integration / continuous deployment DevOps pipelines.
"I have worked with Shawn and I know his talent and leadership can have an enormous impact in a consulting engagement. I have seen it first-hand."


Ready to transform your technology?
Whether you need strategic CTO guidance, AI implementation, or enterprise modernization—let's talk.
