Charming AI Consulting · Chicago
The charm is in the results. We train your teams to use AI well, build automations that pay for themselves, and give leadership a clear plan for what comes next. Based in Chicago, traveling wherever your team is.
Why Charming
measure twice, ship once
If we can’t measure it, we don’t pitch it. Every engagement ends with numbers your CFO will read twice.
Two days. Fifty use cases. Zero people replaced. We make your team the hero of the AI story.
We build in public, ship weekly, and teach from what we shipped last week.
Services
pinned this morning
Seven offers, not seventy slides. Each one comes with a scope, a price, and a finish line.
Role-based training that ends in working prototypes, not certificates of attendance.
Explore : Hands-On AI BootcampsThe talk that wakes the room up, booked for conferences, offsites, and leadership summits.
Explore : Keynotes & Corporate TalksFocused sessions built around marketing, operations, product, and data teams.
Explore : Role-Based AI WorkshopsWe find the hours your team loses every week and build the workflow that gives them back.
Explore : Workflow Automation BuildsSupport, ops, and knowledge agents that actually know your business.
Explore : AI Agents & AssistantsA Chief AI Officer’s judgment, without the C-suite headcount.
Explore : Fractional Chief AI OfficerGet cited by ChatGPT, Claude, and Perplexity, not just ranked by Google.
Explore : AEO & AI Search VisibilityProof
numbers that moved
Every card leads with the number that moved, then the work that earned it. We publish nothing we didn’t measure.
$2.5M
Revenue recovered
Telecom
A telecom company had years of past projects sitting dormant: real revenue nobody had time to chase. We built a backlog-builder agent to work the list and reopen the right conversations. It recovered $2.5 million in dormant revenue.
6 figures
Recovered in 8 months
Construction
A Chicago construction company started with an AI bootcamp and a workshop, then retained us to build the system the training pointed to. An automated invoice-chasing workflow delivered a six-figure return within eight months.
4 days → 5 min
Per client onboarding
Professional services
A services company was losing four days of manual stitch work to every new client onboarding: the same forms, folders, and handoffs, rekeyed by hand. One automation build turned that into a five-minute job that runs itself.
Testimonials
taken down verbatim
Verbatim client words, with first names and roles. Nothing invented, ever.
We rolled out Copilot licenses last year and adoption sat under 20%. By the end of day two, my team had built five working prototypes on our actual processes. A month later, three of them run daily and people keep building new ones. Easily the best training budget we've spent.
I've booked speakers for six years of leadership summits, and rarely do you hit a gem like Dex. He was funny, personable and kept the room engaged. Weeks later my team still references it, and the resource page circulated through a ton of teams who are finding major daily wins because of it.
I brought Dex in for workshops to get our consultancy team more comfortable with using AI, and the benefits of being able to work faster and sharper. He showed them some cool things they can do with Claude, plus tips and tricks, in person over two workshops. My team loved it and him. He's a funny guy!
Contact
a person reads every note
A few lines is plenty. A real person replies within one business day, with a clear next step if we’re a fit.
FAQ
shop talk
We do three things: train your teams to use AI effectively, guide the automations and agents worth pursuing (with extra hands for the build when you want them), and advise leadership on strategy, tooling, and governance. Training and enterprise talks lead everything we do.
No, and we won’t work with you on that premise. We design every engagement to augment people. Our favorite metric to date: zero people replaced.
Typically two days on-site or four half-day remote sessions, followed by 30 days of async support while your team applies it. Every bootcamp and workshop is custom-built to fit your organization’s needs, so the format flexes with you.
Organizations of every size that want to use AI better. Some teams want training, some leaders want a plan, and some projects want a partner: we scale the engagement to fit.
No. Most wins come from workflow automation and training long before a data-platform project. We’ll tell you honestly which you need.
Answer Engine Optimization: making your business the answer AI assistants cite. It’s how you found us, most likely.
Fixed-scope for training and workshops; project-based for automation builds; monthly retainer for advisory. Numbers on the first call. No discovery-call maze.
Yes: corporate events, conferences, and offsites. Keynotes and hands-on sessions. Use the contact form and mention your date.
Your team is smarter than the software. We just prove it.
A 30-minute call. Real questions, real answers, zero pressure.