Operator‑to‑operator AI coaching · built for small business

Your Teams are sitting on powerful tools they've never really used.
Let's fix that.

I ran a business for 25 years. Now I coach owners and their teams to put Claude to work on the things they actually do every day — the marketing, the finance, the operations. Not a course. Not a consultant on retainer forever. I meet your people where they are and get them running real work themselves.

15‑min assessmentFree
AI Assessment$999
90‑day program$2,000/mo
Corporate Brainfrom $2,500
CommitmentQuit any time
25 yrs
Running a business
Great Place to Work
Fortune Top 50 mfr
90-day
guided program
The Approach

We meet your people where they are.

Think of it like a climb. Your team is at base camp with powerful gear they haven't used to go anywhere yet. My job isn't to carry them up the mountain — it's to rope in alongside them, work the hard sections together, and get them climbing on their own skill. By the end, they're on their own ascent. That's the whole point. No dependency, no engagement that drags on for years.

01 ·  Free

Start free.

A free 15‑minute assessment. We find one real bottleneck in your business and I hand you one thing you can use this week. No pitch, no strings. Worst case, you learn something. Best case, you see how an operator thinks about your business.

02 ·  $999

Get the full picture.

The $999 AI Assessment. A real audit of how your business runs — where the time goes, what's worth automating, and the ROI in dollars. You walk away with a prioritized plan whether or not we work together further.

03 ·  $2,000/mo

Make the climb.

The 90‑day Sherpa program. $2,000/month. Two hours a week, hands‑on with two or three of your people, building real work in your own Claude account. Unlimited access between sessions. Quit any time.

My perspective on AI is that of a business operator and owner — not someone selling technology. I’m interested in helping people find ways to make their team and organization more effective and profitable.
Greg Howell — Founder, SMB AI
How it works · The method

Audit. Optimize. Automate.
In that order.

Most AI projects flop because people jump straight to automating a broken process. We don't. Every process we touch runs through the same three steps — and your people learn to run them without me.

Step 1

Audit

First we map how the work actually gets done today, before touching anything. This is where you finally see where the time goes — and where the opportunities are hiding.

Step 2

Optimize

Then we cut the fat. A fifteen‑step process usually only needs eight. Skipping this step is the single reason most AI projects fail. We fix the process before we automate it.

Step 3

Automate

Only now does Claude come in — on the steps that survived. We turn the work into skills and scheduled tasks you own. Your people watch the value land instead of wondering what they paid for.

From Greg

Why this exists.

A small collection of thoughts that became SMB AI.

“It’s difficult to find good hands‑on Claude training. Over the years I’ve found many people learn best through example and through a workshop approach to learning the tech.”

“I’m not trained in technology, but it’s been my career for 40 years — mainframes, wide‑area networks, ERP, CRM, all of it.”

“We see Claude as our answer for enterprise AI. We’re rolling it out across our organization to complement and connect the other systems in our technology stack.”

“I am not interested in building a consulting organization. I see myself as more of a Sherpa — guiding people through their journey, not making them part of my own. Our mission is one of enablement — empowering individuals to learn to use AI themselves.”

“The rate of change in the AI space is so rapid that business owners and leaders need clear answers and direction from a trusted source. That’s the gap SMB AI hopes to fill.”

“Claude is making AI approachable for everyone. You don’t need to be a programmer to build these systems — you need to be good with technology, have a desire to learn, and the willingness to think about technology differently.”

The 90-Day Program

From base camp to a real ascent,
in 90 days.

The assessment tells us where to climb. The program is the climb itself. Two hours a week, live, hands‑on the keyboard with two or three of your people — the ones who'll actually carry this. We build real work in your own Claude account, one process at a time, and short‑rope your team through the hard parts until it clicks. Unlimited access between sessions. The commitment is 90 days, but you can walk away any time.

STEP · 1
Audit + written report + review call

The AI Assessment

A structured audit of your business. A deep interview into your processes and time sinks, then a written report: the fixes worth making, scored by impact and effort, the hours each one gives back, and the dollars‑and‑cents ROI. We go through it together, line by line. It pays for itself the first week you use it.

$999
STEP · 2
90 days · 2 hrs/week live · unlimited async

The Sherpa Program

Two hours a week of live, hands‑on coaching for two or three of your people, plus unlimited access between sessions. We run Audit → Optimize → Automate on your real processes and turn them into tools your team owns. The goal is plain: by day 90, your people are out of base camp and running their own work on Claude — building a skill, setting up a task, keeping going without me on the rope for every move.

$2,000/mo
Month to month. Quit any time. The 90 days is the length of the climb, not a lock‑in.
The asset you keep · Corporate Brain

Your company's memory, on Claude,
for your whole team.

Once your people are climbing, they need somewhere to keep what they know. Corporate Brain is your company's knowledge base — the handbook, the SOPs, the vendor lists, the product specs, the institutional memory that usually lives in one person's head — built on Claude and wired into your team's tools through a connection called an MCP. Anyone on the team can ask it a question and get an answer grounded in your company's own knowledge. We build it, then keep it current and connected. It's what your team keeps long after the coaching is done.

$2,500–$5,000 to build, then $500/month to maintain and keep it live for your team.
Greg Howell, founder of SMB AI
Greg Howell · Plymouth, MA
About the founder

Forty years making tech work inside real businesses.

Mainframes, client‑server computing, wide‑area networks, cloud, ERP systems, CRM, marketing tech. I’ve had my hands in all of it — while running a business as a sales, marketing, finance, engineering, and manufacturing leader.

I've never sold technology. I've always implemented it — hands‑on, not through a partner. So when I say Claude is different, that's an operator's read, not a sales pitch.

After spending the last couple of years trying different AI tools, we found Claude and leaned into it at Flexo Concepts. In the time I have outside that, I’m coaching other owners and their teams through their own AI work. Not taking you on my journey — walking you through yours.

Former President · Flexo Concepts 25 yr operator Plymouth, MA
Read full bio →

Start with a free 15-minute assessment. See how an operator reads your business.

No pitch, no strings. We find one real bottleneck and you walk away with one thing you can use this week. If it's useful, there's a next step. If it's not, you've lost fifteen minutes.

Book my free assessment →
What to expect

What to expect.

01 ·  Free

15‑minute assessment

A short call. We find one bottleneck, I give you one fix. No prep needed.

02 ·  $999

AI Assessment

A deeper interview plus a written report and a review call. You leave with a prioritized, ROI‑backed plan.

03 ·  $2,000/mo

90‑Day Sherpa Program

Two hours a week hands‑on for two or three of your people, plus unlimited access. Quit any time.

Book

Book your spot.

Tell us where you are and we’ll get you set up — a free assessment, the paid assessment, or a conversation about the 90‑day program.

We’ll follow up by email to find a time that works.
Frequently asked

Questions people ask.

Greg Howell, founder of SMB AI
Greg Howell · Plymouth, MA · 2026
40 yr tech implementer 25 yr owner Former President · Flexo Concepts 6× Great Place to Work 2× Fortune Top 50 Presidential "E" Award × 2
About

An operator teaching other operators.

I started before PCs were on every desk — mainframes, clients, Windows networks. Watched the move to cloud. Led a ten‑year migration to Salesforce that touched every workflow at Flexo Concepts. I’ve never sold technology. I’ve only ever implemented it.

01

Forty years implementing tech in business.

I started before PCs were on every desk — mainframes, clients, Windows networks. Watched the move to cloud. Led a ten‑year migration to Salesforce that touched every workflow at Flexo Concepts. Marketing, accounting, procurement, inventory, financial reporting, pipeline analysis. All of it ran through systems I either built or implemented myself.

02

Twenty‑five years as an owner.

Twenty‑five of those years I've been an owner. Hands‑on operator. The implementations weren't outsourced to a partner — I led them. Which means I know what tech can actually do for a business, what it can't, and where the bodies are buried. I've never sold technology. I've only ever implemented it.

03

From Flexo to coaching.

Six‑time Great Place to Work. Two‑time Fortune Top 50 manufacturer. Two‑time Presidential "E" Award for exports. Earlier this year I stepped down as President of Flexo Concepts and handed the reins to Phil Ryan, a fifteen‑year veteran I'd been developing for the role. That freed me up to do something I'd been building toward: helping other business owners and their teams put AI to work the same way I've been implementing tech my whole career.

04

Why Claude.

I tried OpenAI. I tried Gemini. Claude was the aha. Built for business — not a consumer‑reference tool with team features bolted on, but a platform designed from the ground up for organizational deployment. We're leaning into it at Flexo. I run marketing, finance, operations, competitive analysis, and daily briefings on it.

05

Coaching, not consulting.

The model isn't a retainer that never ends. Think of me as a Sherpa: I meet your people at base camp, rope in alongside them, and work the hard sections together until they're climbing on their own. Big consulting firms need you to keep calling. I'm trying to get your people to the point where they don't need me for every move.

06

Where this is going.

Eventually, other operators join as guest guides. Real accountants showing how they use Claude. Real estate agents. Tradespeople. Each with their own expertise and their own following. Think Peloton — real practitioners showing real work. Right now, it starts with me.

07

Why this exists.

The people teaching AI right now are mostly tech people. Career trainers. Consultants who need you to keep calling. I wanted to build something different — where I meet your team where they are, get them doing real work, and leave them able to keep going. No dependency. No engagement that drags on. Just capability your people own.

The first conversation is free.

Fifteen minutes. One bottleneck found, one fix handed over. No pitch, no strings.

Book my free assessment →
The Journal

Thinking out loud.

Notes on AI, Claude, and what's actually working inside small businesses. Written for owners and operators — not tech people.