Craig M. Booth
Engagements

Technology decisions are rarely just technology decisions.

Every engagement is different, but most start from one of a few standard patterns. Think of these as a menu to begin the conversation, not a fixed package.

01

AI Assessments

Structured evaluations of readiness, opportunity, and risk.

Typical outcomes
  • Opportunity identification
  • Risk assessment
  • Organizational readiness evaluation
  • Governance recommendations
  • A strategic roadmap you can act on
Typical engagement scope

A focused 2–4 week assessment, delivered as a written report and a working session with your leadership team.

Who this is for

CEOs and technical leaders who want an honest read on where AI genuinely helps before committing, and investors running technical diligence on a target or portfolio company.

02

Hands-On Product Building

When you need a builder, not just an advisor.

What it looks like
  • Product and technical design
  • Building and shipping the MVP
  • AI features, end to end
  • Hands-on engineering leadership
  • From prototype to production
Typical engagement scope

From a few weeks of prototyping to ongoing fractional build leadership, scoped to the milestone in front of you.

Who this is for

Founders who need a builder rather than only an advisor to get the first version shipped, and CEOs standing up a new product or AI capability before the team is in place.

03

Fractional Technology Leadership

Strategic leadership without a full-time hire.

Areas of focus
  • Engineering leadership
  • Architecture reviews
  • Technical due diligence
  • Organizational scaling
  • Team development
Typical engagement scope

An ongoing, part-time retainer: typically a few days a month, scaled up around the moments that matter.

Who this is for

Founders setting technical direction without a senior leader in place, and CEOs who want experienced engineering leadership through a critical stretch, without a full-time hire.

04

Governance, Security & Compliance

Build AI and technology responsibly, and prove it.

What this covers
  • SOC 2 readiness and audit support
  • Security architecture and risk reviews
  • Data privacy and responsible-AI governance
  • Policies, controls, and review gates teams will actually follow
  • Vendor and third-party risk
Typical engagement scope

A scoped readiness project, or ongoing advisory through an audit cycle and beyond.

Who this is for

CEOs and technical leaders who need to build AI and technology responsibly (and prove it), and investors weighing technology, security, and compliance risk across a portfolio.

Plot a course  ·  the path forward

Not sure which fits?

That's a good place to begin. Tell me where you are, and I'll help you find the right shape of work, even if it isn't with me.