FRACTIONAL CTO LEADERSHIP

Order fuels scale.

I build the systems and cadence that turn noisy engineering teams into disciplined, repeatable execution.

Schedule an Intro

Direction Under Discipline

Velocity isn’t speed; it’s disciplined momentum.

I’m brought in when a company’s growth outpaces its systems. I untangle architecture, process, and expectations so founders and engineering leads can trust what ships.

I start by observing - listening, pattern-matching, and surfacing the small truths everyone feels but no one names. From there, I turn them into operating guidance the team can repeat.

Order isn’t theoretical for me - every recommendation ties to code shipped, incidents prevented, and leaders developed.

Systems-First

I translate chaos into reusable frameworks that survive the next sprint and the next hire.

Direct Communication

You’ll get calm, unfiltered signal so decisions stay anchored in reality.

Builder Who Ships

I standardize what works, instrument it, and remove the entropy hiding in edge cases.

Mentor

I teach reasoning over recipes so teams grow judgment, not dependency.

Background

25 years building and scaling products across startups and established organizations.

I'm James Booth. I’ve been the first engineer, a founding team member, and the person teams turn to when they need clear technical guidance. Every role centered on creating systems that still work when headcount doubles and customers multiply.

The work spans a variety of industries and SaaS products in regulated environments. Migration playbooks, observability baselines, and leadership cadences aren’t theory - they’re tools I’ve used to keep launches predictable.

Employee #1 FloQast principal architect who engineered the core platform, scaled DevOps, and stayed hands-on across the stack
CTO Aligned distributed engineering for a banking platform and led the modernization effort
Founding Team Helped launch a media platform and later managed the relaunch that led to its acquisition
Top Mentor 60+ mentees, Top 2% on MentorCruise, 5.0 rating, First Round Capital mentor
Fractional Leadership Stabilized growth-stage teams by standardizing delivery, process, and mentoring emerging leaders
AWS Certified Solutions Architect focused on compliant landing zones and secure AWS transformations
"If it can't be repeated, it isn't real."

Fractional CTO Services

Fractional CTO support for teams crossing the chaos-to-scale threshold, grounded in disciplined systems and mentorship.

Tech Strategy & Roadmapping

I define the architectural priorities and guardrails so the team knows what to build now and what waits.

Process Design

Engineering practices that make shipping predictable. Clear expectations, tight feedback loops, and calm execution.

Team Leadership & Mentorship

I mentor leads and ICs to make sound technical decisions and communicate clearly so leadership capacity scales beyond me.

Technical Due Diligence

I assess architecture, process, and operational risk, then provide the remediation plan so investors and executives know the path forward.

Engineering Principles

How we behave when building together. Every engagement is measured against these principles.

Discipline

Document decisions, plan deliberately, and hold the same standards even under pressure.

Clarity

Remove ambiguity. Explain why decisions are made so people can own them.

Integrity

Surface risks, ship honest work, and never hide behind process when something fails.

Reproducibility

Anything worth doing is worth documenting and teaching. Repeatability proves the system works.

Focus

Keep scope tied to the primary problem. Don’t build abstractions for theoretical futures.

Ownership

If you ship it, you support it. Design for the next person who touches the system.

"Chaos is not innovation - it's a tax."

Client Testimonials

Feedback from engineering leaders I’ve advised and mentored - the ones who trusted me with their teams.

"James has been a spectacular resource to bounce ideas off of and dig deep on concerns that pop up around what it is to be CTO. Every meeting we have produces actionable feedback that I can apply in my role to further strengthen my organization."

Tyson

"His counsel has helped me get a big project delivered without incident and on-time! James has been a consistent source of great information and clarifying thought when I needed it."

Natasha

"James knows how to find the right questions to ask which helps to determine a problem and solve it pretty fast. He has solid experience in infrastructure, security and management stuff which becomes handy for executive or chief technical roles."

Anton

"His background in cloud computing and infrastructure was particularly valuable. His insights into DevOps practices and cloud architecture helped me approach problems from new angles. His mentorship style is direct, knowledgeable, and results-focused."

Pinar

Schedule an Intro

Let's establish the structure your engineering org keeps asking for.

I work with:

  • Teams caught between startup hustle and real operating discipline
  • Leaders facing compounding tech debt who need their core to feel dependable again
  • Stakeholders who need confidence the technical plan matches the pitch
  • Organizations modernizing their platform with calm, predictable execution