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Executive Technical Leadership
Fractional CTO Services

A seasoned CTO,
without the full-time hire.

Executive-level technical leadership for growth-stage companies and regulated enterprises — roadmapping, architecture, and delivery acceleration from operators who have run engineering inside real healthcare businesses.

Proven Track Record

Delivery accelerated across the
Greenleaf Ventures portfolio.

We've served as embedded technical leadership for the Greenleaf Ventures portfolio, accelerating delivery for its healthcare and Medicare operating companies — modernizing billing systems, standing up compliant integrations, and shipping roadmaps that had stalled.

That work spans the full lifecycle: assessing inherited systems, rebuilding delivery pipelines, and leading engineering teams through audits, integrations, and scale.

Portfolio Companies Served

  • Access Medical
  • Arriva Medical
  • Comfort Medical
  • Aptiva Medical
  • AptivaRx

Greenleaf Ventures healthcare & Medicare operating companies, spanning medical supply, pharmacy, and billing operations.

What You Get

Everything a CTO owns.
Scaled to what you need.

Engagements flex from a few days a month of strategic advisory to embedded, hands-on leadership of your engineering organization.

Technical Roadmapping

A concrete, sequenced technology plan tied to your business objectives — what to build, what to buy, and in what order.

Delivery Acceleration

We unblock stalled roadmaps: tightening scope, restructuring teams, and modernizing engineering workflows so releases ship on a cadence you can plan around.

Architecture & Platform Reviews

Deep reviews of your systems for scale, security, and future-readiness — with a prioritized remediation plan, not just a findings deck.

Engineering Leadership & Mentorship

Hands-on leadership for your existing team: hiring plans, career ladders, code review culture, and the operating rhythm of a high-performing org.

AI & Automation Strategy

Where agentic AI actually pays off in your operation — and where it doesn't. Honest build-vs-buy guidance grounded in production experience.

Compliance-Aware Engineering

Technology decisions made with HIPAA, CMS/Medicare, and audit requirements as design inputs from day one — not retrofits.

How It Works

From first assessment
to a running engine.

01

Assess

We review your systems, team, and delivery pipeline to find what's actually slowing you down.

02

Roadmap

You get a sequenced technical plan aligned to business milestones — with clear owners and timelines.

03

Embed

We operate as your CTO: running the engineering org, driving delivery, and reporting to leadership.

04

Scale & Transition

As you grow, we help hire and onboard permanent leadership — or stay on in an advisory capacity.

Need technical leadership
that has done this before?

Tell us where your roadmap is stuck. We'll show you how we've unstuck it before — and what it would take in your organization.