AI Coaching for Professionals · 1:1 · Open enrollment

Learn AI on the work you already do.

45-minute one-on-one video sessions with a coach who meets you exactly where you are — whether you’ve never seriously touched AI or you ship code with it every day.

No generic exercises. We point AI at your workflows and your business problems, and every session ends with leverage you keep.

  • No AI experience required
  • All levels — first prompt to daily builder
  • From $135 · no contract
  • Recorded, with written recaps
  • 24/7 question line
Why this works · Real work, not exercises

Bring your biggest time-sink.

Most AI training runs on canned examples that have nothing to do with your job. Coaching starts from the opposite end: the repetitive, tedious part of your week you’d hand off if you could.

Your work is the curriculum

Every session is built around your projects, your tools, and your constraints — not examples that evaporate by Friday.

Leverage you keep

We build the prompts, workflows, and habits into your actual week, so the value keeps compounding long after the call ends.

The first “oh, wow

Pointing AI at your biggest time-sink is usually where it happens — often in the very first session.

Who it’s for · Every level, every role

Coaching that meets you exactly where you are

Before your first session, a three-minute intake places you on two axes — how far you’ve gone with AI, and the shape of your work. Your first session is built from that grid, so you never sit through material you don’t need.

Five ability tiers, one starting point per student. Total beginners aren’t a special case here — they’re the core audience.

Track 01

Non-technical professionals

Managers, owners, creatives, client-facing roles, educators. The wins come fast: writing, synthesis, documents, and meeting workflows that used to eat your evenings.

Track 02

Technical-adjacent

You don’t code, but you’re strong with spreadsheets, data, or systems. The most underserved group in AI training — and usually the fastest to a dramatic win.

Track 03

Engineers & coders

Already technical, maybe already using AI. Coaching turns tools you’ve tried into real leverage on real engineering work — agents, automation, and AI-accelerated development.

How it works · From booking to breakthrough

Book, click, set up, show up.

Getting started takes one decision and about half an hour of self-paced setup — none of it needs any AI experience.

  1. Book your first session

    Pick a time on the calendar. That’s the only thing you have to do to get started — everything else happens around it.

  2. Three-minute intake

    Mostly clicks, not a test. It’s how your coach walks into session one already knowing what to teach you — instead of spending the hour on questions.

  3. Beginner AI Toolkit

    ~30 minutes, at your own pace: Claude installed on your computer and phone, memory on, confidentiality rules saved for your line of work — and your first real conversation, where the AI interviews you.

  4. Show up with your time-sink

    Session one points AI straight at it. We skip discovery and start doing.

24/7question line

Coaching doesn’t stop when the call ends

Every session is recorded, with a written recap in your inbox afterward. Homework is sized to fit inside your real week. And your private WhatsApp question line is open around the clock — no question is too small.

The curriculum · Taught, not toured

Skills that compound, from session one

Learning AI is unlike any technology you’ve had to learn before — it’s run-before-you-walk, and it’s more fun. Underneath the fun is a real curriculum.

  • The mentality shift. Stop thinking, then writing. With AI as a colleague, thinking and writing happen at once — that shift is the foundation everything else builds on.
  • Never start from a blank page again. Workflows that turn a spoken description of what you want into drafts, documents, and plans.
  • Train it just as you would a human. Memory, projects, and preferences — so your AI shows up already knowing who you are and how you like to work.
  • Prompting that transfers understanding. Good prompting isn’t magic words — it’s giving AI enough context to genuinely help. Audience, context, and inviting the AI to ask questions first.
  • Verify like a professional. AI creates the draft; you remain responsible for the result. The checking habits that make AI output safe to sign.
  • Know what not to paste. Confidentiality judgment built around your industry and your employer’s AI policy. When in doubt, leave it out.
Claude Memory by Surface — a Wolfpack infographic comparing how memory behaves in regular chats, projects, incognito chats, and cowork spaces
Straight from the coaching materials: one of the handouts students keep.
Safe by design

Built for confidential and regulated work

Plenty of students work in law, healthcare, finance, education, or HR. Safe AI use isn’t a disclaimer here — it’s part of the curriculum, and it’s how the whole program is run.

  • Advice fitted to your workplace’s AI policy — what you can use, and what stays out
  • Industry-specific confidentiality rules set up inside your own AI from day one
  • A student ID stands in for your name on everything sent to you
  • Sessions are strictly one-on-one — your materials are never mixed with anyone else’s
Pricing

Start small. Stay because it works.

$135from · per session

No contract. No prerequisites.

Single 45-minute sessions from $135 — book one and see what happens. Discounted multi-session packs — save up to 20% — when you’re ready for more.

Run your own numbers with the AI ROI calculator →

Your coach

Taught by someone who builds with AI every day

Portrait of Ryan Hickey

Ryan Hickey

AI Engineer · Data Scientist · Software Developer · COO · Cornell OR&IE

Coaching is led by Ryan Hickey — 20+ years of writing code, building analytics, and running operations, including eight years as COO and partner of an e-commerce brand he helped grow from $300K to $30M.

He builds with AI daily — data platforms, automations, and full applications shipped through AI-accelerated development — and has spent two decades helping teams adopt new technology on real work, with the P&L in mind. What he teaches in a session is what he used that same morning.

Sessions run the way good teaching should: at your speed, on your work, with your wins as the only measure that counts.

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Next step

Your first “oh, wow” is closer than you think.

Book a time, give the intake three minutes, and bring your biggest time-sink. Your coach handles the rest.

Book Free Consultation

Already booked? Watch your inbox — the intake link and your starter pack are on the way.