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Fractional AI &
GTM Engineering

I build the AI systems that power your go-to-market — automated outbound, enriched pipelines, smarter CRM. Plus the playbooks so your team runs it without me.

See How It Works

15+

Years in Tech

12+

AI Products Shipped

3

Fortune 500 Brands

HubSpot logoMapbox logoTesla logo
Colin Gillingham

You have AI tools. You don't have a system.

Half your team is using ChatGPT. Nobody knows what the other half is doing with it. Sales insights sit in call recordings that product never sees. Support answers the same questions your docs already cover. Your people are still doing work that a well-configured agent could handle in seconds.

WithoutWith You
Everyone using different AI toolsOne connected system
Tribal knowledge trapped in peopleContext that flows between teams
Reps manually researching every leadAI does the prep, humans close
No way to measure what's workingClear before/after on time saved

AI-Powered GTM Services

I design the systems and write the playbooks. Your team builds. I stick around as a fractional GTM engineer to fix what breaks and tweak what's slow.

AI Sales Development

90% faster speed to lead

Leads get enriched, scored, and queued with drafted outreach the moment they come in. Your reps open their inbox to a ready pipeline.

AI Customer Support

~25 hrs/wk saved

Tickets route themselves. Common questions get answered without a human. The knowledge base stays current on its own.

AI Sales Enablement

Reps close more, prep less

Your reps walk into every call with a full brief on the account. After the call, AI writes the follow-up and flags what to do next.

AI-Powered CRM & Data Enrichment

Clean data, honest forecasts

Pulls structured data from emails and calls into CRM fields. Flags stalling deals before your forecast is off.

AI Content & Demand Generation

Better content, less production time

Content goes from brief to draft without the usual back-and-forth. Outbound sequences that sound like someone actually wrote them.

AI Training for Non-Engineers

Your whole team using AI daily

PMs, marketers, and ops learn Claude Code on their actual work. No toy demos.

How It Works

  1. 1

    Discovery Call

    30 minutes. We walk through your current AI usage, where your team is losing time, and what a system could look like.

  2. 2

    AI Game Plan

    I audit your current setup, find the quick wins, and hand you a 90-day roadmap.

  3. 3

    Embedded Partnership

    I work alongside your team. Quick wins by day 30, measurable results by day 90.

Background

15 years on the GTM frontlines — now I engineer the systems.

  • Tesla

    Employee ~#200. Scaled sales and delivery ops.

  • Mapbox

    GTM ops for the platform behind Snap, Instacart, and TWC.

  • Delphi Digital

    Head of Marketing & Sales.

  • Clearbit

    Head of Growth (acquired by HubSpot).

  • HubSpot

    Group PM, Automation Platform. Current role.

Also built UXLoops and PhoneScreen AI. Read more on my blog

Pricing

Flat rates. No surprises. Cancel anytime.

AI Workshop
$5,000

One-day intensive

  • Full audit of your current AI usage and gaps
  • You leave with a concrete AI Game Plan
  • Quick wins you can act on immediately
  • 90-day roadmap with recommended tools and stack
Limited Availability
Ongoing Advisory
$8,000/month

3-month minimum, then month-to-month

  • AI strategy and tool recommendations
  • Hands-on team coaching
  • I prototype and build workflows with your team
  • Async Slack/email support between sessions

Most people start with a Workshop, then move to a retainer if it's a good fit.