Advising & Coaching

You don’t need to train your whole team on AI. You need the right people making sharp decisions and pulling everyone else forward.

What’s included

Most AI training fades in a week. This is an ongoing relationship that builds real capability inside your team, starting with the people who’ll carry it forward.

Embedded coaching

Working sessions alongside your team on real problems. Not slides about what’s possible.

Strategic advising

Ongoing guidance for leaders evaluating AI opportunities, vendors, and investments.

Knowledge transfer

Deep dives into systems we’ve built, until your team is confident owning them.

Champion development

Identify and equip the internal advocates who’ll sustain AI capability after we leave.

Be a force multiplier and create force multipliers. Every team has people others watch and follow. Equip those people to be excellent, and excellence becomes the standard.

Justin Sisley

Justin Sisley

Founder, Peppercrest

How it works

From outside help to inside expertise

01

Diagnosis

We learn how your team works, where AI fits, and who the right starting points are.

02

Embedded coaching

Hands-on sessions built around your real work. Your people, your tools, your problems.

03

Expansion

Your initial champions become internal trainers. Capability spreads without us.

At a glance

Measurable impact

The goal isn’t a trained team. It’s a team that trains itself. We equip the right people and get out of the way.

Weeks, not months

From first session to champions running their own workshops

Train the trainers

Internal advocates per engagement, each multiplying capability

Built for

Built for teams ready to own it

Leadership teams

Evaluate AI opportunities and set direction without becoming engineers.

Technical leads

Strong engineers ready to go deep on AI architecture, tooling, and patterns.

Operational teams

The people closest to the work who’ll spot the best opportunities for AI.

Internal champions

The few people who’ll carry AI capability forward long after we leave.

FAQ

Common questions

What to expect from an Advising & Coaching engagement.

Get started

Let’s figure out who to start with

Tell us about your team and where the gaps are. We design every engagement from scratch. No off-the-shelf curriculum.

  • Tell us about your team and where you want to go
  • We’ll recommend a format and scope
  • Start with a session designed around your real work

How we work

See our approach and process from strategy to shipped.

Playbooks

Explore our guides and frameworks for teams adopting AI at every level.

Your team doesn’t need another training course

They need the right people making sharp AI decisions and teaching everyone else. Tell us about your team and we’ll figure out where to start.