Engagement · 2 Weeks

AI Readiness Assessment

Hire me for two weeks. I'll pay close attention to your specific business — your workflows, your team, your tools — and hand you a written AI roadmap on day 14.

No frameworks. No decks. No 90-day "discovery phase." Just a plan you can execute yourself or hand back to me.

Quick Answer

An AI Readiness Assessment is a 2-week structured engagement that produces a written AI roadmap for your specific business. The deliverable is a 15–25 page document covering a workflow audit, an opportunity map ranked by ROI, tool recommendations, and a 30-60-90 day implementation plan. My version costs a fixed fee (discussed on the free strategy call), is capped at 2–3 engagements per month, and credits the fee against any follow-on build work. No hourly billing, no 6-month "discovery phase."

Author: Justin McKelvey, fractional CTO · 15+ years shipping products · Updated May 2026

What an AI Readiness Assessment actually is

An AI Readiness Assessment is a structured, time-boxed engagement where someone who's been shipping ML and AI in production since before LLMs were a thing looks at your specific business and tells you what to do — in writing.

My version is two weeks. No hourly billing, no expanding scope. You walk away with a workflow audit, a ranked list of AI opportunities, tool recommendations specific to your stack, and a 30-60-90 day plan.

It's not a generic consulting product. I take 2-3 of these per month so each one gets real attention.

The 2-Week Process

1

Week 1 · Discovery

2-3 calls with you and key team members. I audit your current workflows, your existing AI usage (or lack of it), the tools you're already paying for, and where the friction lives. I look at how your team actually works, not how the org chart says they work.

2

Week 2 · Synthesis & Roadmap

I rank the AI opportunities I found by impact and effort, write the roadmap, and pick specific tools. The deliverable is a 15-25 page document — not a slide deck. Real recommendations with real numbers.

3

Day 14 · Walkthrough Call

1-hour call where I walk you through the roadmap, answer questions, and explain the priorities. After the call you have everything you need to execute internally — or hire me to build the first one or two recommendations.

What's in the deliverable

01

Workflow Audit

Where your team is spending time, where the friction is, and where AI can actually move the needle. Honest, not flattering.

02

AI Opportunity Map

Every realistic AI opportunity in your business, ranked by impact and effort. Usually 8-12 candidates. We pick the top 3 to focus on.

03

Tool Recommendations

Specific to your stack and budget. Includes what to use, what to skip, and what's overpriced. No affiliate links, no kickbacks.

04

30-60-90 Day Plan

Sequenced implementation plan with owners, milestones, and rough effort estimates. You could hand this to your team Monday morning.

This is for you if

  • You run a $1M-$50M business and AI feels urgent but unclear
  • Your team is using ChatGPT in a tab and you have no system
  • You want a clear plan in two weeks, not a six-month "transformation"
  • You'd rather pay an operator than another firm with junior consultants

This isn't for you if

  • You want a 90-day discovery phase with weekly status calls
  • You're under $1M revenue (the math doesn't work)
  • You're looking for AI ethics governance theater
  • You haven't decided AI is real yet

Frequently Asked Questions

How is this different from a free strategy call?
The 30-min call is a gut-check on fit. The Assessment is two weeks of focused work with a written deliverable. Most people start with the free call to see if we click, then book the Assessment.
What if I want to engage further afterward?
If you decide to hire me to build any of the roadmap recommendations, the assessment fee is credited against the larger engagement. So the real cost of the assessment is zero if we keep working together.
Do you sign NDAs?
Yes — happy to sign your standard NDA before kickoff. I send a mutual one if you don't have your own.
How do I pay?
Invoice via Stripe. Net-7. I start work after payment is received.
What's the catch?
There isn't one. The scope is locked so neither of us gets weird about it. I take 2-3 of these per month, so the attention you get is real — not "your account manager will follow up."

Start the assessment

Fill this out and I'll reply within 24 hours to schedule a kickoff call.