SMB AI AI FOR
SMALL
BUSINESS

Services

Own your data, your software, your knowledge and your intellectual property.

Start small with an AI Assessment or a free workshop. When you are ready, three 90-day engagements move you toward sovereign technology. In the first, we create the plan: a blueprint you can implement yourself, with a third party, or with SMB AI’s help. The second goes deep into implementation. In the third, your team takes ownership. Then I can be your Fractional Chief AI Officer, or you can run your business systems on your own.

Get started

AI Assessment$1,5003 hours on site, a written report and a one-hour online review.10-hour coaching block$3,5004 to 5 sessions of about 2 hours, online or on site if you’re local.Free AI workshopFree90 minutes for your chamber, industry group or peer group.

Extended engagements

Months 1-3Base Camp$35,000+ for the 90-day engagementDiscovery, training and a roadmap your team can follow.Months 4-6Ascent$25,000+ for the 90-day engagementThe build: moving your work onto systems you own.Months 7-9Summit$15,000+ for the 90-day engagementYour team leads the way as the whole company closes in on the new system.

Ongoing

Fractional Chief AI Officer$5,000 to $10,000 a month, depending on scopeAfter the extended engagements.
“My goal is to enable your team. I am a coach and a teacher, and I want your team to be able to carry on this work without me.”
Greg Howell

The goal

Sovereignty: own the system your business runs on.

01

Own your data

Your data lives in systems you control. Confidential information is never handed to a public AI model.

02

Own your software

The code is yours. It is open, portable and not tied to any one AI vendor, so you are not renting your business back every month.

03

Own your IP

What your people know is captured in a knowledge base your team and your AI can search. It stays with the company when people move on.

My goal: cut your software and IT spend by up to 80%.

We agree on your starting spend at the beginning, we measure results along the way, and every result is measured against that number.

Get started

Two low-risk ways to begin.

Start here · On site

AI Assessment

Three hours on site at your business talking through how it runs and where technology and AI fit. Within 10 days you get a written report with your first steps in priority order, and we go through it together in a one-hour online review.

$1,500

Due once the report is delivered. Nothing is due at booking. If you continue to Base Camp, this fee goes toward it.

  • 3 hours on site, Thursdays or Fridays, morning or afternoon
  • Short questionnaire before I arrive
  • Written report within 10 days
  • One-hour online review
AI Assessment one-pagerAI Assessment one-pagerDownload the PDF →

Hands-on · 10 hours

10-hour coaching block

Ten hours of hands-on coaching for you and your team, in four or five sessions of about two hours, all within eight weeks. We work on your real problems with Claude: setting up projects and skills, connecting the tools you already use, and building the habits that make AI part of everyday work.

$3,500

For the full 10 hours, used within 8 weeks of your first session.

  • 4 to 5 sessions of about 2 hours
  • Online, or on site if you’re local
  • All 10 hours used within 8 weeks
  • Your problems, your tools, your team
Coaching one-pagerCoaching one-pagerDownload the PDF →

For your group · 90 minutes

Attend a Free AI Workshop

A 90-minute session for chambers of commerce, industry groups and peer groups: AI literacy, live demos with Claude, and time for your questions. No sales pitch.

Free
  • 30 minutes of AI literacy
  • 40 minutes of live demos
  • 20 minutes of questions
  • Thursday and Friday mornings, 9 AM to noon

Extended engagements

Three 90-day stages. Do one, or all three.

Base Camp, Ascent and Summit are separate engagements, and you can stop after any of them. Base Camp creates the plan, Ascent goes deep into implementation, and in Summit your team takes ownership. Over about nine months, they move you toward one system of record that you own, for your data and your applications.

How the climb works

A few people lead. Then they bring the rest of the team.

At Base Camp, a small group of early movers learns first. By week 12 they leave camp with working proofs of concept, coached to bring everyone else along. Ascent and Summit take the whole company up the mountain.

Coached to bring the rest of the team along BASE CAMP · DAYS 1–90 3–5 early movers leave camp at week 12, proofs of concept in hand ASCENT · DAYS 91–180 Early movers lead. The crew grows past 10. Work moves onto systems you own. SUMMIT · DAYS 181–270 The whole company on one system you own THEN · FRACTIONAL CAIO I stay on, monthly The summit is clearly in sight

The three stages

Base Camp, Ascent and Summit.

Open a stage to see what it includes and what it costs.

Months 1-3Base Camp$35,000+ · 90 daysDiscovery, training and a roadmap your team can follow.

A 90-day engagement that gets your business and your team ready to be self-sufficient with data and technology. Through remote discovery, in-person workshops on two site visits, and weekly meetings, I learn how your business runs: your technology, your workflows, what your people can do today, and where the early AI opportunities are.

Along the way we review your Claude organization, run AI literacy training, turn on the right connectors, set up Claude Code for your builders, work through data privacy and security, and evaluate your hardware. You finish with a clear map: where you want to be, where you are today, and the gaps to close in people, processes, systems and technology.

$35,000+

90 days. The price depends on the size of your company and how detailed the plan needs to be.

  • Two on-site visits: the first within two weeks of the start, the return in week 10
  • Weekly update, training and check-in for all 90 days
  • Email and chat access for all 90 days
  • Coaching for your individuals
  • Claude organization setup, shared projects, skills and artifacts
  • Claude Code, GitHub and a design system connected to your codebase
  • A full written report with a 1 to 2 hour review

What happens at Base Camp ↓

Base Camp one-pager, page 1Base Camp one-pager, page 2Base Camp one-pagerTwo pages · see the one-pager →
Months 4-6Ascent$25,000+ · 90 daysThe build: moving your work onto systems you own.

The work moves from plan to build. The early movers from Base Camp lead, and the group working in the new tools grows past ten people. We start moving work off the software you rent and onto systems you own.

This is where the monthly products get built, as your business needs them: Guardrail for governance, Foundry for a safe place to build, Vault for your knowledge base, Keep for AI that runs on your own hardware, and Cypher for private AI translation.

$25,000+

90 days. Follows Base Camp.

  • Migration off rented software underway
  • Early movers coach the rest of the team
  • Guardrail, Foundry, Vault, Keep and Cypher built as needed
  • Weekly check-ins and chat access
Ascent one-pagerAscent one-pagerSee the one-pager →
Months 7-9Summit$15,000+ · 90 daysThe whole company on the new system, led by your team.

The last stage. The whole organization works in the new system, and I hand leadership to your team. You finish with one system of record that you own, for your data and your applications.

$15,000+

90 days. Follows Ascent.

  • Rollout to the whole organization
  • Migration completed
  • Leadership handed to your team
  • A plan for year two
Summit one-pagerSummit one-pagerSee the one-pager →

What happens at Base Camp

90 days, from discovery to a written roadmap.

First two weeks

Discover

  • Remote discovery of your data, hardware, software, systems and workflows
  • How your people work and what each person can do today
  • Where your data lives and how it is protected
  • First on-site visit

Throughout

Define and train

  • Your people write the problems; we sort them by pain and payoff
  • The people who raise them become the early leaders
  • AI literacy training, then weekly Claude jams
  • Your Claude organization reviewed and set up right

Throughout

Build

  • Skills and artifacts your team uses every day
  • A proof of concept on the top-priority problem
  • Claude Code, GitHub and a design system, so non-developers can build safely

Week 10 to day 90

Return and deliver

  • Second on-site visit in week 10
  • A full written report: findings, gaps and the roadmap for Ascent and Summit
  • A 1 to 2 hour review together

Every week: a progress update, a short training session and a check-in, plus email and chat access for all 90 days.

We take a problems-first approach

“As a [role], it is hard to [task], because [reason]. It would be great if a system could [X].”

For example: “As a bookkeeper, it is hard to close the month on time, because I re-key invoices from emails. It would be great if a system could read those invoices and enter them for me.”

Your people write dozens of these. We sort them by pain and payoff, and that order decides what we work on first.

Free · 20-minute call with Greg

Not sure which engagement fits?

Walk me through your business and your software spend. I’ll tell you honestly whether the assessment, a workshop or Base Camp makes sense, or none of them.

Book a 20-minute call →Thursdays and Fridays, 9 AM to noon ET · Google Meet

Questions people ask

Which service should I start with?

Start with the AI Assessment or a free workshop. The assessment is three hours on site and a written report with your first steps, for $1,500. The workshop is a free 90-minute session for your chamber or business group. The extended engagements come after.

Who are the extended engagements for?

Companies that spend $250,000 or more a year on software.

What are Base Camp, Ascent and Summit?

Three separate 90-day engagements. Base Camp (days 1 to 90) is discovery, training and a roadmap. Ascent (days 91 to 180) is the build: moving your work onto systems you own and building the monthly products you need. Summit (days 181 to 270) brings the whole organization onto the new system and hands leadership to your team.

Do I have to do all three?

No. Each stage is its own engagement, and you can stop after any of them.

What does a Fractional Chief AI Officer do?

After the extended engagements, I can stay on as your part-time Chief AI Officer: I own the AI roadmap, governance and vendor choices, keep the systems we built running and improving, meet each month with leadership and your AI governance team, run build sessions with your people, and stay reachable by chat. It is $5,000 to $10,000 a month depending on scope.

How much can I save?

My goal is to cut your software and IT spend by up to 80%. We agree on your starting spend at the beginning, and every result is measured against that number.

How much does it cost?

The AI Assessment is $1,500. The 10-hour coaching block is $3,500. Workshops are free. Base Camp starts at $35,000, Ascent at $25,000 and Summit at $15,000, each for 90 days. The Fractional Chief AI Officer is $5,000 to $10,000 a month.

Where do the monthly products fit?

Guardrail, Foundry, Vault, Keep and Cypher are built during Ascent and Summit, as your business needs them. They are also available on their own on the products page.

Do I have to buy more than the assessment?

No. The assessment stands on its own, and the report is yours to run with. My goal is to show you there is a path to doing this yourselves.

Not sure where to start? Start with the assessment.

Monthly · After the extended engagements

Fractional Chief AI Officer

After Summit, I can stay on as your part-time Chief AI Officer. See how it works, what it covers and what it costs.