Illinois · Applied AI
AI outreach in Chicago
Built and supported here – the way a Chicago business would actually use it.
What AI outreach actually does
Multi-channel outreach run by an AI agent — email, LinkedIn, SMS — that reads like a real person who's actually done their homework. Built for teams who want top-of-funnel growth without burning a BDR on busywork.
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 outreach project is sit with your team for a day before we propose anything.
- 01 Channel mix tuned per persona — email-first, LinkedIn-first, or both
- 02 Reads each prospect's site, LinkedIn, recent posts before writing
- 03 Real conversation threading — replies feel continuous, not robotic
- 04 Compliance baked in: NZ Spam Act + global unsubscribe handling
Built on: Claude for message generation LinkedIn / Smartlead / Instantly for delivery Apollo + Clay for enrichment Custom guardrails for tone and compliance
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.
The Chicago context, plainly.
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 outreach 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.
Outreach at human quality, machine scale.
The outcome for Chicago teams
Replaced a 3-person outreach team for an NZ infrastructure consultancy — 5× the volume, same close rate. For Chicago teams, that almost always shows up as fewer interruptions and a calmer week, not a dashboard chart.
Replaced a 3-person outreach team for an NZ infrastructure consultancy — 5× the volume, same close rate.
AI outreach in Chicago – common questions
How long does AI outreach take to ship for Chicago businesses?
We aim for a working pilot inside 4-6 weeks – narrow scope, real Chicago businesses data, measurable outcome. From there it's another 6-8 weeks of hardening before you'd consider it production. Full rollouts (multiple sites, multiple teams) typically land in 3-4 months.
Are there hidden costs we should plan for?
Three to know about: model/API spend (which we set up under your own account, not ours, so you see and control it), any new SaaS subscriptions we recommend, and your team's time during rollout. We surface all three in the quote so there are no surprises.
Anyone else in this space using AI outreach?
Plenty. Replaced a 3-person outreach team for an NZ infrastructure consultancy — 5× the volume, same close rate. 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.
Who owns the code and the model setup?
You do, on delivery. We deploy AI outreach into your own cloud account where possible, with the model setup, prompts, evals and integration code all checked into a repo you own. Claude for message generation sits in your account too – we don't operate it from ours.
Ready to talk specifics?
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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.