The reason we take on work in Chicago is that the businesses here tend to be sharper about what they want than the brief lets on. AI email marketing for a Chicago team almost always ends up looking different to AI email marketing for a downtown Auckland one.
AI email marketing designed around the way a Chicago team actually runs.
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 email marketing actually does
Email marketing that writes, segments, and tests itself. AI drafts on-brand sequences, splits your list by real behaviour, and runs subject-line tests automatically - so campaigns go out on schedule without someone rebuilding them from scratch every month.
- 01 AI-drafted sequences for welcome, abandoned cart, re-engagement, and post-purchase flows
- 02 List segmentation by actual behaviour, not just tags someone forgot to update
- 03 Automatic subject-line and send-time testing - keeps the winner, drops the rest
- 04 Deliverability and unsubscribe monitoring so your sender reputation stays clean
Built on: Klaviyo Mailchimp Postmark Claude Vercel
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 email marketing 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 email marketing 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 |
What Chicago teams tell us when they get on a call.
- 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.
Talk to us about this →How we build AI email marketing 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-managed email sequences.
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
The shape of the result for Chicago teams: Average client sees open rates lift 24% once send times and subject lines are actually tested. Built on Klaviyo, hardened with the rest of the stack as it scales.
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
How quickly can we see something running?
Week three for a clickable internal demo against real data. Week six for a slice your team can actually use. We hold ourselves to those numbers because they're what stops a project drifting into "endless discovery".
What's the smallest engagement you'd take on?
A two-week paid discovery for Chicago businesses that aren't sure whether the build is worth doing at all. You get a one-page write-up of what we'd build, what we'd skip, and what it would cost. About 30% of those discoveries end with us recommending you don't proceed.
Do you have proof this works for Chicago businesses?
Direct case study: Average client sees open rates lift 24% once send times and subject lines are actually tested. Happy to walk you through full numbers on a call.
What tools do you build AI email marketing on?
For AI email marketing we usually reach for Klaviyo, Mailchimp, Postmark, Claude, Vercel. We're tool-agnostic at heart - we pick what your Chicago team can actually run after we hand the build over, not what looks good on a vendor sticker.
Twenty minutes, your call.
You describe what's broken. We'll tell you what we'd actually do about it.
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.