Ask honestly.
Get the same advice I'd give on a call.
Brain is trained on my methodology, frameworks, and the reasoning behind them. It will tell you when you're not ready, when a tool you've mentioned is wrong for your situation, and when the answer is "call me instead."
✓ Flagging: question is about starting point, not tool selection
✓ Pulling: Education stage framework, FOMO-driven engagement heuristics
✓ Cross-checking: Tom's prior notes on SMB urgency paradox
Reading between the lines
Before anything else — "I feel behind" is the most important sentence you wrote. It's also the most dangerous. Most failed AI engagements start with that exact feeling, because it pushes you toward doing something fast rather than doing something right.
So the honest answer to "where do I start" is: you start by not starting with a tool.
What I'd actually do in your situation
A 32-person distribution business is almost always better served by three unglamorous things before any AI conversation:
1 · Honest data audit. Where does your customer, inventory, and fulfilment data live right now? If the answer involves three spreadsheets and a shared drive, AI won't fix that — it will amplify it.
2 · One specific pain, not "AI strategy". Pick the single most expensive repeated decision or bottleneck in your week. That's the candidate — not "let's use AI."
3 · Readiness, not roadmap. Know your score on data, strategy, tech, people, governance before anyone sells you a platform.
Concrete next step
Take the 5-minute readiness assessment. It will give you a diagnostic across the five dimensions above — free, no login. If the score comes back in the yellow or red, we should have a conversation before you spend a dollar on AI. If it's green, we have a very different conversation.
✓ Flagging: "transformation pilot" is a category error — transformation ≠ pilot
✓ Cross-checking: SMB vendor-pricing norms, scope-vs-outcome red flags
✓ Pulling: Tom's notes on vendor pushback, discovery-before-delivery
The short answer
No. And it's not the number that's wrong — it's the shape of the deal.
"$80k for a 12-week AI transformation pilot" is three red flags in a single sentence:
1 · "Transformation" and "pilot" don't belong together. A pilot is a scoped experiment against a single hypothesis. Transformation is a multi-year organizational change. If a vendor uses both words in one sentence, they're selling the romance of one and the scope of the other.
2 · "Your competitors are ahead" is a sales tactic, not a diagnostic. It's impossible for them to know what your competitors are actually doing. Urgency is the oldest tool in the B2B sales playbook — treat it as information about them, not about you.
3 · No outcome is named. Ask them: "What specific decision or process will be measurably different at week 13?" If they can't answer in one sentence, you're buying activity, not impact.
What a reasonable engagement looks like
For a business your size, a credible first engagement is usually $8k–$20k for 3–4 weeks, outputs a readiness assessment and a single prioritized use case with a business case. Then — then — you scope build.
If this vendor can't restructure their proposal into that shape, they're not the right vendor. That's not negotiation advice — that's a compatibility signal.
What I'd do tomorrow
Send them three questions in writing: (1) What business outcome is this measuring? (2) What happens if the pilot fails — do we keep anything? (3) Who owns the data, the model, and the IP at week 13? Their answers will tell you everything. Most vendors will not respond.
✓ Flagging: these are two different problems, opposite solutions
✓ Pulling: change-readiness frameworks, Stage 04 people dimension
First — you have two teams, not one
"Hype skeptics" and "fear skeptics" sound similar but they need opposite things. Treating them as one group is where most leaders lose the room.
Hype skeptics think AI is overblown. They'll be persuaded by evidence — a small, real result inside your own business. Not a demo, not a case study. Something they watched work.
Fear skeptics think AI is coming for their role or their team. They'll be persuaded by agency — being the people who choose, scope, and evaluate it. The fastest way to make them hostile is to hand them a finished tool.
A sequence that usually works
Week 1 · Ask, don't tell. Individual 20-minute conversations with each skeptic. One question: "Where do you spend time on work that doesn't feel like yours?" You're not selling AI. You're collecting candidates for what AI could remove.
Week 2 · Pick one boring thing. Not the flagship process. Something tedious and low-stakes — meeting notes, invoice categorization, report summaries. Boring protects you from big-bet failure.
Week 3–4 · Let a skeptic lead the pilot. The person most skeptical should run the small experiment. If it works, they become your most credible advocate. If it doesn't, they trust the rigor.
Week 5 · Share honestly. Present what worked, what didn't, what you'd do next. Not a celebration — a field report.
What not to do
Don't run a lunch-and-learn with an external speaker. Don't buy a platform "for the team to try." Don't announce an AI strategy at an all-hands. Every one of those makes skeptics more skeptical, because each one skips the thing they actually want — to be consulted before a decision is made.
Brain is a demo of the advisory tooling Tom builds for clients. Your conversation isn't stored or trained on.