Fractional CTO
Experienced fractional Chief Technology Officer and Chief AI Officer, delivering strategic technology solutions for forward-thinking businesses and startups
When technology becomes a business-critical driver, leadership matters.
Organizations bring me in when they need more than engineering management—they need strategic technology leadership.
- Align product, engineering, and business priorities under one strategic vision.
- Modernize legacy platforms and prepare systems for scale.
- Drive performance, delivery speed, and accountability across teams.
- Lead transitions during M&A, funding rounds, or leadership shifts.
- Offer objective insight on technology investments and vendor selection.
A clear path from technical complexity to business clarity.
Technology Strategy & Roadmap
Aligning tech investments with measurable business outcomes.
Engineering Leadership
Building efficient teams and defining effective delivery frameworks.
Architecture & System Design
Creating scalable, cloud-native systems that grow with your organization.
Modernization Guidance
Transforming legacy systems into resilient, maintainable platforms.
Executive Reporting & Board Support
Translating technology progress into clear business value.
Vendor & Partner Evaluation
Ensuring third-party technology aligns with core goals.
“Exceptional communicators and very good at what he does. Working with Shawn Livermore has been profoundly educational.”
Flexible leadership designed around your organization’s needs.
Each engagement is tailored to fit your stage, goals, and technical maturity.
- Strategic Advisor – I provide high-level guidance and architectural oversight.
- Fractional CTO – I act as your senior-most technology executive, covering you at every angle.
- Transformation Lead – I lead modernization or re-architecture initiatives hands-on.
Note: Every engagement begins with a discovery phase to assess current systems, teams, and strategic gaps—delivering a clear action roadmap before execution.
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.
Practical leadership that blends vision with execution.
As a Fractional CTO, I focus on aligning technology with business outcomes, building confidence in your technical roadmap, and ensuring your teams can deliver effectively. You’ll get:
- Executive-level direction without full-time overhead.
- Clear, measurable technology strategies.
- Deep, hands-on experience in complex systems.
- Collaboration that drives lasting impact.
“LERETA envisioned revamping its flagship product offering, giving it a new look and feel... We had a very positive experience working with Shawn Livermore, complete with tangible results.”
"I’ve worked with Shawn in multiple engagements over the last fifteen years. Shawn has a trusted network of diverse talent and always operates with integrity - highly recommended."
"Shawn is razor sharp and expert-level. Can't say enough good things about his work."
"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."
"Shawn's work touched numerous areas of the company. His intellectual capacity and technical maturity exceeded expectations."
