Strategic Technology Advisor

AI-Enhanced Due Diligence | Equity-Aligned Partnerships

Michael O'Boyle
I help private equity firms make better technology investments and guide portfolio companies through strategic technology transformations.

Core Services

Technology Due Diligence
AI-enhanced assessment for investment decisions. Technology stack evaluation, team capabilities, scalability analysis.
$5-50K per engagement
Strategic Advisory
Board-level technology guidance with equity positions. Quarterly oversight and strategic planning.
$8-15K monthly retainer
AI Implementation
Custom frameworks for competitive advantage. Business process optimization through intelligent automation.
$50-200K project basis
Fractional CTO
Part-time executive technology leadership. Strategic planning, team development, technology transformation.
$20-30K monthly engagement

Portfolio Approach

I work with a limited number of companies (4-6 at a time) to ensure deep, strategic impact. Many of my advisory relationships include equity positions for aligned incentives.

4-6 Active Advisories
Strategic Selection
2-3 High-Touch
3-4 Board-Level

Background

Portfolio Advisory Approach
I work with a limited number of companies (4-6 at a time) with equity alignment when appropriate, ensuring focused strategic impact.
AI-Enhanced Due Diligence
I've developed proprietary AI tools that help PE firms evaluate technology investments more effectively and identify risks others miss.
Growth-Stage Experience
I specialize in helping companies scale their technology during rapid growth phases - the critical 10x to 100x expansion stage.

Who I Work With

Let's Discuss Your Technology Challenges
I'm currently evaluating 1-2 new advisory positions