It's not too late to be early.
Everyone says AI changes everything. Then you try it, the magic isn't there, and it's easier to change the subject. I close that gap with real coaching, one-on-one, in your actual work, so the career you've built keeps compounding.
10 founding memberships. Price locked for life, 1:1 setup session included.
- 15+ years in the tech industry
- VP of Strategy in the cybersecurity industry, focused on the intersection of technology and business outcomes
- Passionate about driving careers forward through AI
This is coaching, not a course. We sit down together, one‑on‑one or with your team, and set up AI around your specific job.
I ask questions, learn how your work actually runs, and build the system with you until it fits. You walk away comfortable executing on your own, with me as your backstop for whatever comes up next.
Does your AI come to you with context?
The same question, asked two ways: to AI as most people use it, and to AI after your work has been introduced to it. Pick one:
“Let's work on my top initiative.”
Happy to help! Could you tell me more about the initiative?
What's the goal, who's involved, and what's the timeline? Once I understand the context, I can offer suggestions.
Not wrong. It's just meeting you for the first time, every time.
Picking up the Falcon launch — six months in, due next Friday.
The two open risks from Monday's notes are legal sign-off and the pricing page. Legal is the one with a deadline attached. Want to start there?
It already knows your projects, your timeline, your people.
Which one would you go faster with? Introducing your work to your AI, safely, in about an hour, is where we begin.
Your AI doesn't understand your unique way of working. Yet.
That's the whole problem, and it's very fixable. Quickly, and without becoming a different kind of professional than the one you already are.
The magic everyone describes isn't what you got.
You asked it something real and got a page of confident, generic text. You wondered what you were missing. You weren't missing anything. Out of the box, AI knows nothing about you or your work.
Nobody wants to feel like a beginner.
You're excellent at what you do, and that's exactly why starting over as a novice feels so uncomfortable. So the subject gets changed, and next week quietly becomes next month.
Meanwhile, the gap grows quietly.
The people getting real value from AI aren't smarter than you. They just have a system that knows their work, and it compounds a little more every week. That system is very learnable.
AI isn't a better search box. It's a staff member.
And a staff member is only as good as what they know about you. Every member climbs the same three rungs — in their real work, never in theory.
- 1
Give it memory
We write the most valuable document in your company: the one that explains your work to your AI. Voice comes first, so you talk and the system writes. From day one, answers stop being generic.
- 2
Give it your work
The recurring 20% that eats your week (email, content, proposals, meeting follow-ups) gets rebuilt as workflows that run in minutes and sound like you.
- 3
Give it the keys
Automations and agents that work while you don't: the weekly report that writes itself, the morning brief waiting with your coffee. You review; it runs.
A monthly rhythm, not another course.
Every month has the same heartbeat: build together twice, drop in whenever you're stuck, and take home a new playbook. Miss a month? Everything's recorded and the rhythm catches you.
2 live Build Sessions / month
One teaches a system, one is a build-along. You leave with the thing working, not with notes. All recorded.
Weekly office hours
A standing time and place to bring whatever's stuck. Real answers on your real work, not generic tips.
Monthly playbook drops
New prompts, templates, and automation recipes every month, built from what members actually asked for.
Async coach line
Send a voice memo or a screen recording. Get a specific answer, built on your context, within 48 hours.
Your Client Brain
A living document about your business that makes every session, answer, and playbook personal. You own it forever.
The member network
Owners and professionals running the same playbook, one wins channel, zero hype. Borrow what's working.
“Connor has a rare gift: he takes something that feels overwhelming and makes it feel obvious. Every time I've worked with him, I've walked away more confident in my own thinking, not just impressed with his. If he's the one teaching you AI, you're in the best possible hands.”
Gordon H.Chief Operating Officer, Property Management Industry“Connor got me up to speed with AI faster than I thought possible. He completely changed the way I look at it, and the way I work.”
Patrick G.Senior Counsel, Renewable Energy Industry“Working with Connor changed how I think about AI entirely. He has a way of making it click. You leave wondering why anyone makes it complicated.”
Ankan J.SVP of Professional Services, Social Impact Software“Connor took me from skeptical to using AI every single day. Nobody explains this stuff better.”
Derrek Y.VP of Sales Engineering, Enterprise Software“A few sessions with Connor completely changed how I look at AI. He gets you up to speed fast, and it sticks.”
Jason G.Head of Services, Sales EnablementLess than a part-time hire. By a lot.
AI consultants charge $2,000+ a month. A single cohort course runs $2,500 and ends. This is the working system plus the coach, on retainer, for the price of a nice dinner.
Membership
The full system, installed and kept sharp, for less than your phone bill costs your business.
- 2 live Build Sessions every month (recorded)
- Weekly drop-in office hours
- A new playbook drop every month
- Async coach line: voice memo in, answer within 48h
- Your private Client Brain, built with you and kept current
- Access to the member network & wins channel
Second Brain Setup Sprint
Your 90-minute 1:1 onboarding. You leave with the system actually running, not a to-do list.
- 90 minutes, just us, on your real work
- Voice dictation + your first context file installed
- Your first three AI workflows, working before we hang up
- Your Client Brain drafted and in your hands
Want private, 1:1 depth instead? Private coaching packages run separately, and members get priority.
Hi, I'm Connor.
I've spent my entire career in the technology sector, coaching people on how to put cutting-edge tools to work. And in all that time, nothing has come close to AI. It's the biggest shift any of us have seen, and the first one that can make accomplished people feel unsure of themselves.
I don't just talk about it. I run my work, my businesses, and a good part of my life on AI, and I build with it constantly, including apps that are live in the App Store today. None of that happened because I'm an engineer. It happened because my AI actually knows my work, and that system is what I set up for you.
So when we work together, you're not getting theory or a slide deck. You're getting the exact systems I used this week, adapted to your job until they feel like yours.
And honestly, my favorite part isn't the technology. It's the moment a smart, busy person realizes this is learnable, and that the career they've worked so hard to build is about to get easier, not harder. That moment is why this exists.
The engagement is the demo: from your first email to your session recaps, everything I send you is produced by the same system you're learning to run. If it ever feels generic, I'm doing it wrong.
Good questions, answered.
Is this a course?+
No. Courses end and decay. This is a system installed into your actual work, plus a coach who keeps it current as AI changes. Every month: two live build sessions, office hours, and a new playbook. You're never studying; you're always shipping.
I've already tried ChatGPT. How is this different?+
Almost everyone has tried AI; almost nobody has given it memory. The difference between 'neat toy' and 'trusted teammate' is a system that knows your work, your voice, and your goals. That's what we set up first, and it changes everything downstream.
How much time does it take?+
About 2 hours a month of live time (all recorded if you miss), plus the work you were already doing, done faster. The whole point is getting time back, so everything is designed around busy calendars.
Do I need to be technical?+
Not even slightly. If you can talk, you can do this. Most of the system runs on you speaking, not typing, and I meet you exactly where you are.
I'm not a business owner. Is this still for me?+
Yes. About half my members are professionals who want their job and life to run this way: inbox, meetings, projects, family logistics. The other half own small businesses. Same system, pointed at different work.
What about privacy and AI making things up?+
Both are handled in your first month, with settings and habits rather than hope. You'll know exactly what's safe to share and how to set AI up so it quotes your documents instead of guessing.
What if I want more 1:1 depth?+
That exists: private coaching packages run separately (and members get priority). Many people do a private intensive and then keep the membership as their ongoing rhythm.
10 founding spots. Then the price goes up.
The cap isn't marketing; it's my calendar. Founding members get $199/mo locked for life and the $499 Setup Sprint included. Tell me a little about you and I'll reach out personally.
- $199/mo locked for life ($249 after founding)
- 1:1 Setup Sprint included ($499 value)
- Cancel anytime — no contracts, no hard feelings