Available for fractional and project work

Fractional CTO. Hands-on architect.

I spent 15+ years inside companies as their technology leader, often stepping in post-merger, post-acquisition, or mid-transformation. Now I bring that experience to organizations as a fractional CTO. I lead the technology function, and I still design the systems myself: the application, integration, and data architecture underneath the strategy. You get executive leadership and a working architect, without the cost of a full-time hire.

Keith Cutcliffe in an office
Keith CutcliffeFractional CTO · Solutions Architect
Atlanta-based · Remote-first · Ready to travel
15+
years leading enterprise technology
5→27
person technology org built from the ground up
$3M+
annual technology budget owned
~$2M
in annual licensing costs eliminated

Technology leadership at

  • AWC
  • LabConnect
  • Fusion Connect
  • Protective Life
  • Regions Bank
  • ProAssurance

How I help

For organizations of roughly 100 to 1,500 people that have outgrown informal technology management but don't yet need a full-time technology executive.

I also design and build

Strategy is only as good as the systems underneath it. I started as a developer and still love the architecture work: designing how the code, integrations, and data fit together, and working alongside the people who build it.

  • Application and code architecture

    Designing distributed systems and modernizing legacy applications, with clear structure, standards, and code teams can maintain after I'm gone.

    Distributed architecture · Application modernization · Azure DevOps
  • Integration architecture

    Connecting ERP, CRM, and line-of-business systems through APIs so data moves in real time instead of by spreadsheet and email.

    Built real-time ordering, pricing, and inventory APIs on Dynamics NAV at LabConnect
  • Data architecture

    Data lakes, master data, and analytics layers designed so reporting is trustworthy and the organization is ready to use AI on its own data.

    Snowflake · Azure · Medallion architecture · MDM

Technology changes stick when people trust the process behind them.

How I approach every engagement

A technologist who leads, and a leader who still gets his hands in it

I started as a developer and grew into running technology organizations: building teams, owning budgets, and reporting to CEOs and boards. I've led through mergers, carve-outs, regulated environments, and the messy middle of transformation.

My background in anthropology and political theory shapes how I lead. Technology changes stick when people trust the process behind them, so I put as much care into governance and stakeholder alignment as into the architecture.

  • ITIL V4 Foundation
  • B.A., UAB
  • Post-grad, University of Alabama

How an engagement works

Most engagements follow the same arc, scaled to what you need.

  1. Assess

    First 30 to 90 days

    A clear-eyed review of applications, vendors, data, delivery, and spend, ending in a prioritized roadmap your executive team can act on.

  2. Install the operating cadence

    Months 2 to 6

    Governance, intake, steering, and reporting that make technology work visible and accountable to leadership.

  3. Lead

    Ongoing

    One to two days a week of executive technology leadership: owning the roadmap, managing vendors, and backing key decisions until you're ready for a full-time hire.

What colleagues say

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Experience

Industrial services, life sciences, telecom, and insurance, each at a turning point.

  1. 2024 – 2026

    Director, Business Technology

    AWC, Inc.

    Senior technology executive for a multi-division ESOP enterprise. Authored the first enterprise technology roadmap and governed three development groups.

  2. 2020 – 2024

    Director, Enterprise Software Development

    LabConnect

    Built a 27-person technology organization inside an FDA-regulated (21 CFR Part 11) clinical trial laboratory and managed a $3M+ budget.

  3. 2017 – 2020

    Sr. Manager / Director, Application Development

    Fusion Connect

    Directed 16–30 developers and analysts through post-merger systems integration at a telecom and UCaaS provider.

  4. 2012 – 2016

    Sr. Technical PM / Lead Developer

    Protective Life

    Led PMO governance and a $2M+ regulated systems implementation at a Fortune 500 insurer; a SQL Server migration cut about $2M in annual licensing.

Let's talk about where you are

A first conversation is free and usually takes 30 minutes. I work with one or two clients at a time. Atlanta-based, remote-first, and glad to travel.