WORK WITH ME · 01 // FRACTIONAL LEADERSHIP

Senior security & tech leadership — without the full-time exec.

A part-time CISO, CIO, or CTO embedded in your business: owning the strategy, the roadmap, and the hard calls — for a fraction of a full-time hire.

Book a call → or ask Skippy if this is the right fit →
fractional / IN PRACTICE

Leadership that stays connected to execution

A growing business needs senior judgment, but ownership of technology and security decisions is fragmented.

Illustrative starting point · scope is agreed with you
HOW TO CHECK PROGRESS

Review delivery against agreed priorities and surface risks before the next decision.

Explore the connected picture ↗
THE PROBLEM ✦

You've outgrown 'whoever's good with computers.'

Most SMBs hit a wall: too big to wing security and IT, too small to justify a six-figure executive.

So the hard decisions — risk, compliance, tooling, incident response, where to actually spend — land on a founder or office manager who never signed up for them. That gap is exactly where breaches, wasted spend, and stalled deals happen.

THE ROLE

What a fractional CxO actually owns

01
Security strategy & roadmapA plan tied to your business, not a generic checklist.
02
Risk & complianceHIPAA, SOC 2, cyber-insurance, client security reviews — handled.
03
Tooling & vendorsStop overpaying; buy what you actually need.
04
Incident readinessA plan before you need one, and a steady hand if you do.
05
Board & leadership reportingTech risk translated into decisions execs can make.
THE ROLES

Three seats, one operator

Need security, systems, or product leadership? Pick the seat — or ask Skippy which one fits.

CISO

Fractional CISO

Security strategy, risk, compliance, and incident readiness.

Details →
CIO

Fractional CIO

IT strategy, systems, vendors, and operational maturity.

Details →
CTO

Fractional CTO

Product, architecture, and technical direction for builders.

Details →
THE ENGAGEMENT

How it works — the A.C.T.U.A.L. way

01 // ASSESS
Map the groundRisks, gaps, spend, and what 'good' looks like for your business.
02 // EMBED
Join the teamI'm in your meetings, owning the roadmap, accountable for outcomes.
03 // EXECUTE
Ship the planFix what's urgent, build what lasts, report it in plain language.
THE FIT

This is for you if…

↳ 10–250 employees
↳ No senior tech leader
↳ You handle sensitive or regulated data
↳ A client or insurer is asking about security
↳ You're scaling, raising, or post-incident
↳ Tech spend feels like a guess

Not sure if you need a CISO, CIO, or CTO?

Tell Skippy about your business, or book a 30-minute call — no pitch, just a straight answer.

Book a call →