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 quoting project is sit with your team for a day before we propose anything.
Built and supported here - the way a Chicago business would actually use it.
Our goal is to give Chicago businesses a three-day weekend, so people can spend more time with their families and the people they love :)
What AI quoting actually does
Customers send a photo, a brief, or a voicemail - AI drafts a structured quote in your pricing format. You review, tweak, send. Quotes go out the same day, not next week.
- 01 Reads photos, voice notes, emails, and PDFs
- 02 Uses your pricing rules and current material costs
- 03 Drafts in your branded template, ready to send
- 04 Tracks win/loss to make the next quote sharper
Built on: Claude Vision Whisper Xero Vercel
Without Kiwi Dynamics
With Kiwi Dynamics
What you actually get
Every engagement is scoped and quoted up front. This is what is in the box.
- A working pilot, in productionNot a prototype on someone's laptop. The first slice of AI quoting runs against real work within weeks.
- Your data stays yoursIt runs on your accounts and your tools. If we part ways you keep the system and everything in it.
- The workflow mapped before codeWe write down what good looks like for Chicago businesses first, so nobody is guessing at handover.
- Support after it landsThe people who built it stay reachable when the business changes shape around it.
How AI quoting compares
The two things most businesses do instead, and where each one runs out.
| Hiring for it | An off-the-shelf tool | Kiwi Dynamics | |
|---|---|---|---|
| Fit to how you work | Fits perfectly, costs a salary | You bend your process to suit the tool | Built around the workflow you already run |
| Time to something useful | Immediate, and permanent | Quick to switch on, slow to make fit | A working slice in weeks, then hardened |
| Who owns the data | You do | The vendor, on the vendor's terms | You do, in your own accounts |
| When it breaks | That person sorts it, if they are in | A support queue and a ticket number | The people who built it |
| What it costs | A salary, every year, forever | Per seat, forever, used or not | Scoped and quoted up front |
Where Chicago operators actually lose hours.
- 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.
- 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.
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How we build AI quoting 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. AI-generated quotes.
Talk to usHow the work runs
- Find the one workflowWe look for the job costing Chicago businesses the most hours or the most leads, and deliberately ignore the rest for now.
- Ship a working sliceA narrow version goes into production in weeks, against real work, so the value shows up before the build is finished.
- Prove it, then widenWe measure it against what the work cost before. If it does not pay for itself, we say so rather than scaling it.
- Harden and hand overLogging, fallbacks and a real handover, so it keeps running when we are not in the room.
The outcome for Chicago teams
Quote turnaround drops from days to under an hour. For Chicago teams, that almost always shows up as fewer interruptions and a calmer week, not a dashboard chart.
Not your typical AI agency.
Honest about what AI can and cannot do
Ships the one workflow that pays for itself
Hours given back, never the size of the invoice
*Every engagement is scoped and quoted up front. Results vary by workflow and business.
FAQ
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.
Has this actually shipped for a real Chicago?
Yes. Quote turnaround drops from days to under an hour. We'll share comparable engagements on the call.
Can you work with our existing systems?
Yes. The default AI quoting stack we reach for is Claude Vision, Whisper, Xero, Vercel, 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.
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.