M & A Advisory
Starting with technology assessments to full due diligence and beyond—providing private equity groups with focused technology advisory engagements.
Unpack & crystalize acquisition targets
I've worked with private equity groups to gain clarity on product direction, technical architecture, and operational execution.
- Pre-acquisition technical due diligence — Evaluating codebases, architectures, and data models for scalability, maintainability, and modernization cost.
- Architecture-to-valuation translation — Converting technical health into financial impact, linking modernization and automation potential directly to EBITDA multiples.
- Post-acquisition integration planning — Creating enterprise diagrams and playbooks for merging acquired systems, data, and workflows into cohesive platforms.
- Modernization strategy for portfolio companies — Designing AI-first roadmaps that replace legacy systems with intelligent, cloud-native architectures.
100m+ dollars saved on acquisition due diligence
Proven impact across enterprise modernization, M&A, and technology leadership. From $100M savings to $20M+ transformations—see the outcomes.
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.”
Hands-on expertise, architecture, & leadership—for M&A.
Product & Technical Strategy
Assessing and defining a clear roadmap that aligns tech decisions with business goals, along with the implications and potential of AI.
Architecture/Development Assessment
Evaluating the technical solution viability and quality across full stack : UI/UX, front-end, middle tiers, APIs, Databases, Caching, and more.
Technical Due Diligence
Prepare for investment or acquisition by ensuring architecture and code are audit-ready.
Technical Team Advisory/Leadership
Help your developers work smarter, communicate better, and grow into mature teams.
Modernization of Systems
Diagram, plan, and implement AI, automations, and solutions to accelerate and sustain growth.
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.
A practical and proven advisory model for fast-moving private equity deal flow.
My goal is to provide fractional technical leadership that fills the gap between founding team vision and scalable execution.
01
Assessment & Discovery
Understand target products/services, and technical challenges & opportunities.
02
Strategy & Roadmap
Align technical goals with market and funding milestones.
03
Architecture & Execution
Design, review, and guide implementation of scalable systems.
04
Team Development
Coach internal teams to operate with confidence and velocity.
05
Ongoing Advisory
Regular check-ins to guide strategic pivots and product evolution.
“The intellectual capacity and technical maturity of Shawn Livermore exceeded expectations.”
“Shawn Livermore’s expertise in our industry and technology stack was incredibly effective, and I’m certain our projects would not have succeeded without his involvement.”
“Shawn Livermore was able to analyze and articulate in great detail the nature and scope of our technology challenges.”
