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WIN Marketing

Fractional AI Consulting

I don’t advise on AI. I run a company on it—then help leadership teams turn the same operator discipline into working applications, chat and voice systems, and automations.

30 minutes • Working systems • No sales deck

The premise

I don’t advise on AI. I run a company on it.

Twenty people. Thirteen client accounts. A platform I built and ship to every week. On our first call, I’ll share my screen and show you what is actually running—then you can decide whether you want the same kind of operating leverage in your business.

See it running 30 minutes · working systems · no sales deck

Live now

What is already running.

These systems operate inside WIN’s agency workflows today. The point is not to sell you the same software. It is to show what production AI looks like when it is designed around the work.

01Campaign calendar generation

Builds campaign calendars from brand rules, prior performance, commercial priorities, and revenue targets.

02Creative briefing

Turns an approved calendar slot into a designer-ready brief in the client’s brand voice.

03Cross-platform analysis

Reads multiple marketing platforms together and tells account managers what changed and what deserves action.

04Daily account hotlist

Surfaces which accounts need attention before the team has to open a dashboard.

05Pre-send QA

Checks campaigns against brand and compliance rules before they leave the building.

The gap

Most people selling AI have never had to run it.

There is a real difference between someone who has read everything about AI and someone who has had a system break at six in the morning with a client campaign inside it.

The first group sells a roadmap. The second knows which parts survive contact with an actual team—and which get abandoned because nobody wanted to change how they work.

18 yearsof carrying the number

Digital marketing leadership inside public and private-equity-backed companies, followed by eight years running WIN. Everything we would build for you has to be maintained, staffed, adopted, and defended to someone paying for the outcome.

How engagements start

Something working at the end of three weeks.

Every engagement begins inside the operation—with the people doing the work, the systems they use, and the economics that determine what deserves to be built.

Ongoing leadership + delivery

Fractional AI Lead

$9,000/mo

Two to three workflows a quarter · three-month minimum

  • 01Own the prioritized AI roadmap and operating cadence.
  • 02Design and ship custom applications, chat, voice, and automation systems.
  • 03Work alongside internal leadership, operations, product, data, and engineering.
  • 04Define evaluation, controls, human review, documentation, and adoption.
  • 05Measure what people use, what the system costs, and what value it creates.
Discuss fractional leadership
If you need the internal math.
Full-time hireFractional AI Lead
Monthly cost~$21,000$9,000
Productive in4–6 months2 weeks
Recruiting cost$30–50K$0
If strategy shiftsSeverance and morale30 days’ notice
Risk of a bad fitYoursWIN’s

Evidence

Outcomes, not AI theater.

The commercial work came first. AI now helps WIN operate, analyze, plan, brief, and quality-check that work with greater leverage.

$6.2M → $16.0MNational coffee retailer

Year-over-year CRM revenue, with orders up 152%, on lifecycle programs rebuilt and now operated with AI in the loop.

3.8× in 8 weeksOutdoor recreation brand

CRM revenue nearly quadrupled, while automated flows moved from 3% to 54% of total program revenue.

4.9× ROASSpecialty food producer

Sustained across a quarter and peaking at 8.7×, with paid acquisition feeding a retention program built to hold onto demand.

These figures reflect specific client programs and periods; they are not a forecast or guarantee of future results.

Straight answers

What leadership teams ask.

What does a fractional AI lead own?

Opportunity discovery, roadmap decisions, solution design, prototyping, implementation, evaluation, documentation, and adoption. The precise boundary depends on your internal product, engineering, data, and operations capabilities.

Do we need an internal engineering team?

No. WIN can provide hands-on technical implementation for focused applications, chat and voice systems, automations, and integrations. When an internal team exists, we work alongside it and define clean ownership.

How do you reduce AI risk?

We define approved knowledge, access boundaries, human review points, evaluation criteria, logging, cost controls, and escalation paths based on the use case. Higher-impact decisions receive stronger safeguards.

Where should we begin?

Begin with one valuable, bounded problem where the current cost, delay, inconsistency, or missed opportunity can be observed. The 90-Day AI Operating Plan is designed to identify that sequence and put one useful automation into production.

Start by looking at it

My screen. The actual systems.

Tell me a little about what you are trying to improve. We will spend thirty minutes looking at what is already running inside WIN and whether the same operating approach belongs in your business.

30 minutesWorking systems on screenDirectly with Damon
Or email Damon directly ↗

A practical place to start

Find the revenue hiding after checkout.

Get a focused review of your lifecycle program, customer signals, and highest-impact retention opportunities.