AI training for business

Make your whole team AI‑fluent.

From everyday productivity to production code, we train your people to work alongside AI. From the team behind the award-winning Head First books.

Our newest offering

Hire your new digital employees today.

We train your people to work alongside AI agents, not just chat with them.

  • Hand off real work to AI agents
  • Set goals, guardrails and check-ins
  • From first-time AI users to engineers
Agents on platforms like Grok Bot, OpenAI Dots and Meta Muse now have their own computers, work in the background and hand off to each other.
Example: a digital team for one sales rep
Digital employee

Chief of Staff

The one front door. Sends the morning brief, routes work to the team and collects your approvals.

DoneMorning brief sent, 7 sources read
Digital employee

Call Prep

Researches the account and every attendee before each meeting.

WorkingResearching attendees for the 10:00 call
Digital employee

Follow-up

Drafts same-day recaps and CRM updates, then waits for your sign-off.

WorkingDrafting the recap of this morning’s call
Digital employee

Watch

Tracks promises, stale deals and unanswered asks, three times a day.

WorkingChecking 14 open deals
Digital employee

Prospecting

Finds expansion opportunities in your accounts and drafts first touches.

WorkingScanning accounts for expansion
Digital employee

Ops Runner

Works inside the browser, checking records across systems and filling the gaps.

WorkingUpdating 12 CRM records

What your people learn

From first-time AI users to engineers, everyone leaves able to delegate real work and stay in control of it.

  1. Write the job descriptionClear roles, responsibilities and handoffs for every agent.
  2. Set the approval gatesWhat each agent may do alone, what needs your OK, and what is off-limits.
  3. Start with two, not tenHire a Chief of Staff and one specialist, prove it works, then grow the team.
  4. Manage by resultsRead receipts, activity views and weekly audits instead of babysitting chats.
Free download

Get the Digital Employee Blueprint.

The roles, approval gates and routines we use to stand up a first AI team, ready to adapt to yours.

Chief of StaffPrepFollow-upWatchProspectOps FIG. 1 · FIRST AI TEAM ■ approval gate
On agents and AI

AI today is less “Help me do this” and more “Here’s the job. Go work on it, and come back when you need me.”

Eric Freeman
Eric FreemanCo-founder, WickedlySmart · from This Week in AI
The AI ladder

Meet your team where they are.
Take them as far as they need to go.

Most companies don't need one more AI demo. They need people who use AI well every day, and a few who can build with it. We cover the full climb.

01

Productivity

Everyone uses AI assistants confidently and safely for writing, research, analysis and meetings.

We trainAI for everyday work
02

Workflows

Teams redesign recurring work around AI and automate the repetitive parts.

We trainAI workflow design
03

Agents

AI that takes action across your tools and data, with the right guardrails.

We trainAgents for builders
04

Development

Engineers ship faster with AI-assisted coding and learn to build AI into products.

We trainAI-assisted coding
The 2-day intensive

Two days. Your real work. A fundamentally different business.

Expert-led, hands-on training for small cohorts. We teach each technique step by step, then coach you as you apply it to your own business, not a sample case. You leave with the skills, automations and dashboards to run it differently, starting the next morning.

  1. Day 1

    Learn and map

    Live instruction on the tools and techniques, then map where your time goes and choose the work to hand off.

  2. Day 2

    Build and launch

    Build your own automations and dashboards on your own systems, with our instructors coaching you through every step.

Ask about the intensive
You leave with
  • Skills

    Hands-on AI fluency you use every day, not a slide deck.

  • Automations

    Working automations for your recurring work, running on your own tools.

  • Dashboards

    Live views of what matters in your business, at a glance.

The team

Deep on experience.

With experience from academic institutions like Yale, Caltech, UT Austin and the University of Washington to the big corporate leagues at Disney, Microsoft, Adobe, Deloitte, Razorfish and Publicis Groupe.

Eric Freeman, PhD

Eric Freeman, PhD

Co-founderHead of Technology & Digital

Yale University–trained computer scientist driving digital strategy. Former Disney Online CTO, on faculty at UT Austin, and educator for leading learning platforms.

Elisabeth Robson

Elisabeth Robson

Co-founderHead of Learning & Research

Yale University–trained computer scientist leading learning design, research, and content. Best-selling author, series advisor for Head First at O’Reilly Media, and educator.

Jenn Freeman

Jenn Freeman

Partner, Marketing & Operations

Caltech AI-certified, EVP-level go-to-market professional turning emerging technology into revenue. Extensive experience building partnerships at Adobe, Intel, Microsoft, Razorfish, and Publicis Groupe.

Peter Prosol

Peter Prosol

Partner, Strategy & Client Leadership

Yale economist and former Deloitte and IBM strategist turned business builder. Executive leadership experience at the Validation Institute and Quizzify. Now building businesses powered by AI.

Bernie Weiss

Bernie Weiss

Sales

Connects business leaders with the right AI training and digital employee programs for their teams, from first conversation through rollout and results.

Wick and two other orange WickedlySmart mascots taking a selfie in front of the logo wall

Wick & Crew

Our Digital Employees

Our own team of AI agents. They research calls, draft follow-ups and track every open promise, and they always check with a human before anything goes out.

Talk to us

Where is your team on the ladder?

Tell us what you’re trying to do. We’ll suggest where to start and what your people need to learn.

  • A real conversation with our team, not a sales script
  • We reply within one business day