Illinois · Applied AI
AI strategy in Chicago
Built and supported here – the way a Chicago business would actually use it.
What AI strategy actually does
A clear-eyed AI roadmap built for your business – not a generic deck. We sit with your team, map the high-value plays, and write the build order. You leave with a plan you could actually start tomorrow.
We've worked with enough operators in Chicago to know that the brief that arrives in our inbox is rarely the brief that ends up shipped. The first thing we do on any AI strategy project is sit with your team for a day before we propose anything.
- 01 On-site discovery with the people doing the work
- 02 Ranked initiatives with ROI, effort, and risk
- 03 Tool selection – not married to any vendor
- 04 Phased 90-day plan you can execute or hand off
Built on: Claude Notion Miro Linear
Why Chicago businesses choose this
Chicago runs on logistics, manufacturing, finance and a genuinely diverse industrial base – AI here means fitting into operations that were already running lean before AI existed.
Why Chicago businesses are a fit for this.
A major freight and logistics hub, a deep manufacturing base, and a futures and options trading industry with zero patience for anything slow. Chicago businesses want AI that respects an operation that already runs tight.
We work with teams across Chicago: The Loop · River North · Wicker Park · Lincoln Park · Evanston · Naperville.
How we build AI strategy for a Chicago team
We scope narrow, ship a working pilot, then harden it into production. The first slice is the highest-leverage workflow for your Chicago business, so value lands before the build is finished. Every engagement starts with a short call and a paid discovery if the brief needs one.
AI roadmap + plan.
The outcome for Chicago teams
We'd call the engagement a success when Chicago teams are using the system without thinking about us. Most plans pay for themselves in the first build.
Most plans pay for themselves in the first build.
AI strategy in Chicago – common questions
What's a typical engagement length for Chicago businesses?
Six to twelve weeks for the build, then a short managed-services month while the system goes from "shipped" to "owned by your team". After that you keep us on retainer if you want, or take it from there yourself.
Do you do hourly billing or fixed price?
Fixed price for the pilot, every time. After that it's your call – fixed price per milestone or a small monthly retainer for ongoing iteration. We don't run open-ended T&M because it disincentivises us from finishing.
Anyone else in this space using AI strategy?
Plenty. Most plans pay for themselves in the first build. The interesting question is rarely "does it work" – it's "is your team ready to use the output." That's what we'd scope on the call.
Can you work with our existing systems?
Yes. The default AI strategy stack we reach for is Claude, Notion, Miro, Linear, but we'll bend it around whatever you already run – Xero, HubSpot, Shopify, Cin7, your own in-house apps. The discovery week maps every data source before any build starts.
Skip the pitch.
Tell us the workflow and we'll come back with what we'd build first.
Get in touch
Talk to us about this
Tell us what you're trying to do and we'll reply with how we'd build it — no obligation.