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Stealthy Good
New essay Mythos just moved the goalposts on software security.
AI Advisor · Mid-market · Est Boone, NC

Most AI projects fail. We help you pick the ones that won’t — and ship them.

Stealthy Good helps mid-market companies figure out what to do with AI, and then actually do it. Strategy, vendor pushback, and the zero-to-one work of getting a new initiative off the ground. No pods of juniors. No slide decks that end with a second slide deck.

№ 001 · The Firm Strategy, not slide decks One new retainer · Q3 2026
№ 002 · The Problem

Mid-market AI, right now.

Your board wants an AI strategy. Your inbox has forty vendors offering one. Three of your VPs have already bought something on a company card.

The good news is that real value is available. The bad news is it’s hiding inside a much larger pile of demo-ware, overfit benchmarks, and slide decks with the word “agentic” on them.

Mid-market companies don’t have the luxury a Fortune 50 has, which is to fund eight parallel experiments and see what sticks. You get maybe two or three honest swings a year. Missing on all of them is expensive; picking the wrong ones is worse.

So: someone senior has to make the calls. That’s what we do.

№ 003 · The Work

What this actually looks like.

Some firms call this a fractional Chief AI Officer retainer. A full-time CAIO costs $400k, plus equity, plus a recruiter, plus twelve months to find one. Most mid-market companies don't need one. They need a few hours of ours.

  1. 01

    Sit in on the executive meetings where AI gets decided

    Strategy, prioritization, and vendor pushback — in the room, not in a monthly report.

  2. 02

    Kill the projects that won’t work

    Most proposed AI initiatives fail a straight-faced ROI read. Better to find out now than in Q4.

  3. 03

    Run the initiative portfolio

    Three to seven real bets at once, scored on effort, risk, and whether they change a P&L line.

  4. 04

    Write the briefs your team builds against

    What to build, why it matters, what “done” looks like, and what we will not do this quarter.

  5. 05

    Read the vendor contracts before you sign them

    Including the ones the sales team swears are “just a pilot.” Especially those.

  6. 06

    Build when it makes sense

    We’ll prototype, ship, and hand off. We’re not an implementation shop, but we’re not above the work.

№ 004 · Case Studies

What happened, in three parts.

Aaron, founder of Stealthy Good, in his Boone office.
Aaron · Founder · Boone, NC
№ 005 · About

Aaron.

Two decades building companies, launching new things, and solving problems with technology — usually as the person a CEO called when a new initiative had to get off the ground, or the first AI vendor didn’t work out. A strange combination of problem solver, end-user obsessive, and the guy who gets zero-to-one work across the line. Stealthy Good is based in Boone, NC, and takes a small number of retainers at a time.

№ 006 · Writing

Notes on AI, mid-market, and the vendor-industrial complex.

Published occasionally. Skippable entirely.

  1. № 005 10 min

    Mythos just moved the goalposts on software security.

    What to do if you’re not a Fortune 500 bank — and why specialized software vendors are the ones most exposed.

  2. № 004 9 min

    AI at work isn’t a technology problem.

    Why most rollouts are stalling — and the three things mid-market leaders should actually be focused on.

  3. № 003 7 min

    Most of this won’t work.

    On the discipline of killing AI initiatives before they eat your quarter.

№ 007 · FAQ

Questions you were going to ask on the call anyway.

What does this cost?

Fractional CAIO engagements are a monthly retainer, typically $5k–$15k per month, depending on scope and how many days a month you need. Shorter strategy sprints (4–6 weeks, flat fee) are also available. Full pricing on the intro call — no “Contact sales for pricing” nonsense, you’ll hear a number within the first 20 minutes.

How long does an engagement last?

Typical retainer is six months, renewed by the quarter after that. Most useful work happens in months 2–5. We’ll tell you when to stop; that’s part of the job.

What’s out of scope?

Full-time executive placement. 200-person implementation programs. Computer-vision consulting for autonomous vehicles. Crypto. Chatbots whose only job is to be a chatbot. If the work doesn’t change a number on your P&L within a year, we’re probably the wrong firm.
№ 008 · Talk

If you got this far, you probably already know whether we’d be useful.

Thirty minutes, no slides, no discovery-call theatre. Bring the problem you’re actually stuck on. We’ll tell you if we can help, and if we can’t, who might.