AI for small business
Make AI actually
work for your team.
We set real goals for your business, then teach your people how to hit them. Not done for you. Done by you, properly. A $750 quickstart, then $1,000 a month.
Thirty minutes, no prep, no system access. You leave with the goals whether or not you hire me.
Not done for you. Done by you, properly.
I don't just sell AI.
I run my business on it.
I'm a software designer in the live events world. Every day I use AI to do my own job better: drafting proposals, pricing complex projects, digging answers out of years of files. And I still get to do the craft I'm good at. AI didn't replace my skills. It cleared the busywork away from them.
Now I build those same systems for business owners who don't have time to figure this out alone.
Matt Windsor
Software designer & AI consultant. 15+ years building for the events industry, where every project is custom, every deadline is real, and Fortune 500 clients trust us with their data every single day.
What I build
Where does your week actually go?
Every business has a few workflows that quietly eat entire days. These are the ones we aim at first, using your own data, your own templates, your own way of working. Some get solved with the tools you already pay for. Some need something built.
Proposal writer
From meeting to draft proposal. In hours, not days.
A proposal writer is a system that turns a meeting into a branded first draft, using your own past projects and pricing as the pattern. Starts with your meeting notes or call transcript. Pulls your past projects, your photos, your pricing history. Produces a branded draft your team polishes instead of builds.
Pricing agent
Quotes priced right. The first time.
A pricing agent is a system that estimates a job from your own cost sheets and completed work, showing its assumptions rather than hiding them. Today your pricing logic lives in one manager's head and a stack of spreadsheets. I turn it into a system that estimates from your real supplier costs and historical jobs, with the assumptions shown, not hidden.
Company brain
Twenty years of files. Finally searchable.
A company knowledge base is a private, searchable record of what your business already knows, that answers questions with its sources attached. Your proposals, budgets, vendors, photos, and lessons learned, organized into one private knowledge base your whole team can ask questions of. With sources cited, so you can trust the answers.
Back-office autopilot
Email triage. Reports. SOPs. Handled.
Back-office automation is recurring admin running as a system rather than as somebody's Monday morning. Sorting the inbox, building the weekly report, documenting the process. Recurring busywork, done by systems that work the way your business already works.
These are examples, not a menu. The first call is where we find yours. Or read how I built these for my own company.
How it works
Goals first. Then the tools to hit them.
Most AI advice starts with a tool and hopes a result turns up. We start with what your business actually needs to change, written down as something you can check, and work backwards from there.
A free call
Thirty minutes. No prep, no system access. You talk, I listen, and I tell you the two or three places AI would genuinely pay for itself. That list is yours either way.
Month one: the goals
We work out what AI should actually change for you, written as numbers you can check. Not "improve efficiency." Proposals out the same day. Nobody rebuilding the Monday report.
Every month after
Two sessions where your people do the work and I coach, plus email support in between. The aim is that you need me less every month, not more. I am teaching this, not taking it over.
Start here
Quickstart
$750 once
One session that leaves your team able to do something they could not do yesterday.
- Ninety minutes on your real work, recorded so anyone who missed it can catch up.
- We set up your first two workflows together, with your people driving, not watching.
- A written playbook for the tasks that actually eat your week.
- Credited in full against your first month if you carry on within sixty days.
If I cannot find you at least five hours a week worth recovering, you do not pay for it.
Book a free callMost teams
Playbook
$1,000/month
Someone in your corner every month until your team genuinely does not need one.
- Two one hour sessions a month, on your real work, with your people at the keyboard.
- Anyone on your team can email between sessions, answered within one business day.
- Goals we agree on, checked at thirty, sixty and ninety days.
- Your playbook kept current as people join and the tools change underneath you.
Workshop
$1,900/month
For a bigger team, or when more than one department needs this at once.
- Everything in Playbook, at a pace that keeps momentum.
- A standing weekly session, so nobody has to restart every fortnight.
- A live team training each quarter, for the people not in the weekly.
- A playbook per department, because sales and operations do not have the same week.
Month to month. No setup fee beyond the Quickstart, no notice period, no annual contract. Pause any month, move between tiers, or stop when it stops being worth it. I will not promise you a payback figure, because I have published why the people who do are promising something six percent of the market achieves. What I will promise is that the goal is to make your team independent, not to make them need me. I work with a handful of companies at a time so that stays true.
Straight talk
No $60k roadmap decks.
There is a lot being sold to small business right now: five-figure strategy documents, demos that only work for the consultant, tools nobody opens twice. The gap in this market is not another big project. It is someone affordable who turns up every month.
You own everything.
The system, the code, the prompts, the data. All yours. If we part ways, nothing stops working.
Published prices, no surprises.
Every number is on this page. You know what it costs before you call, and you can stop whenever it stops being worth it.
I'll tell you no.
If AI won't pay for itself in your business, I'll say so on the audit call. Sometimes the right answer is no new software.
You get me, every time.
No handoff to a junior team. The person on the call is the person teaching your team, every session.
Your data
Great systems come with great privacy.
Data security isn't a slide in my deck. It's my day job. I work daily with personal information from Fortune 500 companies under some of the strictest data rules in the industry, so I build every system the same way.
Your data never trains anyone's model.
Business-grade AI accounts only, configured so your files, pricing, and client information stay yours.
Least access, always.
Systems see only the folders and tools they need. Never your whole drive, never your bank, never without your say-so.
Humans approve what matters.
AI drafts; your people approve. Nothing goes to a client, changes a price, or sends an email without a human sign-off.
You keep the keys.
Accounts in your name, passwords in your hands, and a plain-English record of what each system can touch.
Small businesses aren't waiting.
And the payoff isn't just hours. When the busywork disappears, your people spend those hours on the work that actually sharpens their skills: selling, designing, and solving problems for clients. The tool gets them faster. The practice makes them better.
of small businesses used generative AI in 2025, up from 40% the year before.1
of small businesses using AI say it has increased their revenue.2
saved per worker, per week, on average. That's a month and a half a year, given back to the work that makes your team better.3
1. U.S. Chamber of Commerce, 2025 · 2. Salesforce SMB Trends Report · 3. Intuit QuickBooks Small Business Insights
Guides
Straight answers, free.
The questions I get asked most, answered properly rather than in a way that makes you book a call to find out.
Getting started
Where should a small business actually start with AI?
A one week audit that costs nothing and tells you more than any pilot.
Read the guide ›
Cost
What does an AI consultant actually cost?
Real numbers by project type, what the big quotes include, and when you should pay more.
Read the guide ›
Data and privacy
Is it safe to use AI with your company's data?
The one setting that decides most of the risk, and the questions to ask any vendor.
Read the guide ›
Proposals
Using AI to write proposals from your own past work
Why the first attempt is generic, and the prerequisites nobody mentions.
Read the guide ›
The playbook
How a small company actually uses AI
Every system I run my own business on, in the order I built them.
Read the playbook ›
Questions
Asked and answered.
How much does this cost?
A $750 Quickstart to begin, which is one ninety minute session that leaves your team able to do something new, and which is credited in full against your first month if you carry on. After that $1,000 a month for two sessions, email support for anyone on your team, and your playbook kept current. $1,900 if you want a weekly session and more than one department covered. No setup fee beyond the Quickstart and no annual contract. Compare that to the $7,500 to $10,000 that consultancies publish for a one-off readiness audit, or the $45,000 and up they quote for a first build, and to what the problem currently costs you in staff hours every week. If something later genuinely needs building properly, I quote that separately and tell you honestly whether it is worth it.
Will AI replace my employees?
No, and I won't build systems designed to. AI is at its best replacing the busywork your team hates: the searching, copying, formatting, and first-pass estimating that keeps your best people from doing the work you actually hired them for. Your designers keep designing. Your salespeople keep selling. They just stop spending Tuesday rebuilding a spreadsheet.
Is my company data safe?
This is the question I care most about, because handling sensitive data is my day job. I work daily with Fortune 500 personal information under strict data rules. Every system I build uses business-grade AI accounts where your data is never used to train anyone's model, has access to only the specific files it needs, and keeps a human approval step in front of anything that reaches a client. And you keep the keys: everything runs in accounts you own.
Aren't we too small for AI?
The smaller the business, the bigger the impact. In a 15-person company, the owner is usually the one doing the proposals at midnight. My clients are event companies, agencies, and service businesses, not enterprises. If you have a workflow that eats hours every week and data from past jobs sitting in folders, you're the right size.
How long until we see results?
The pilot goes live in weeks, not quarters, and you see value instantly. We define the success measure before the build starts, whether that's hours saved, proposals shipped faster, or quotes turned around same-day. "Did it work?" becomes a number, not a feeling.
What happens on the free audit call?
Thirty minutes, no prep, no system access required. You walk me through how work actually flows through your business, and I'll tell you the two or three places AI would genuinely pay for itself, plus anything I'd skip. You keep the findings whether or not we work together.
Thirty minutes.
That's the whole ask.
Tell me how your business runs. I'll tell you where AI pays for itself, and where it doesn't.
Prefer email? matt@mattwindsor.com