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.

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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

$100M Saved

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.”

Richard Bridges
Chief Insurance Officer, PRAM Insurance Services

Client success stories

Proven impact across enterprise modernization, M&A, and technology leadership. From $100M savings to $20M+ transformations—see the outcomes.

$20M+ Project

Enterprise modernization at scale

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

$50M Acquisition

Holistic Software Architecture

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

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Largest Title Insurance Firm in USA

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.

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iOS App

iOS Web App Design and Webservices

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

Detailed project timeline chart for 2017 showing tasks and dependencies across six projects: Fender, Yellowstone, Brookstone Data, Sequoia, Yosemite, and File Masters, divided by quarters Q1 to Q4 with multiple milestones and timelines interconnected by arrows.
DevOps

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."

Pete Klein
Software Development Manager, Microsoft

Ready to transform your technology?

Whether you need strategic CTO guidance, AI implementation, or enterprise modernization—let's talk.

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