New Role-based programs for teams of 25 to 250

AI training for every role on your team.

Role-based training, a prompt library your team keeps using, and a fractional AI strategist who stays current as the tools change.

Book a call See how it works

Virtual by default. Live sessions available.

We train teams on the AI tools they already pay for

ChatGPT OpenAI
Claude Anthropic
Copilot Microsoft
Gemini Google
The problem

Most AI licenses go underused.

Teams get access to powerful tools and a short announcement. Without training that fits each role, people try a few prompts, get uneven results, and go back to the old way of working.

The tools also change every month, so even a good start goes stale without someone keeping up.

The program

One program with three parts.

Training gets your team started. The library and the strategist keep them using AI well as the tools keep changing.

01

Role-based training

Live virtual sessions built on your team's real work. Each role learns prompting, best practices, and guidelines for the tools it uses every day.

Curriculum per role
02

Prompt library

A web-based library of vetted prompts and workflows, organized by role and updated as tools change. Your team starts from tested prompts instead of a blank box.

Updated as tools change
03

Fractional AI strategist

A named strategist who stays close to your organization. We track new tools, new models, and new features, and tell you what is worth adopting and how to connect it to the way your teams work.

Ongoing guidance
By role

Training written for each role.

Every role gets its own curriculum, examples, and prompts, built around the work it already does.

Sales

Less time on research and follow-up.

  • Account research in minutes
  • Personalized outreach that still sounds like the rep
  • Call prep and follow-up drafts after every meeting
From the Sales library
Research [company] using the notes below. Summarize their likely priorities this quarter, two risks to raise on the call, and three questions to ask.

Marketing

Faster drafts that sound like your brand.

  • Briefs and drafts in your voice
  • One asset adapted for each channel
  • Campaign data explained in plain language

Operations

Repeatable work handled by repeatable workflows.

  • Standard operating procedures drafted and kept current
  • Scheduled reports
  • Documentation upkeep

Customer Success

Quicker, more consistent answers.

  • Context pulled from past tickets
  • Reply drafts matched to tone and policy

Finance and Admin

Analysis in plain language.

  • Spreadsheet analysis without formulas
  • Recurring reports drafted faster

Leadership

A clear view of where AI is worth the effort.

  • A roadmap tied to company goals
  • Usage policy and guardrails
Process

How an engagement runs.

Four phases, starting with one team and expanding from there.

1

Assess

We review the tools you own, how each team works, and where time is lost. We record a baseline to measure against.

Week 1
2

Train

Role-based sessions using your team's live work, so people apply what they learn the same week.

Weeks 1 to 2
3

Equip

Your team gets its prompt library and playbooks, set up for the tools and roles you use.

Week 2
4

Sustain

Your strategist keeps the library current, reviews usage against the baseline, and brings you what is new.

Ongoing

No long slide decks. Sessions use your own work.

Prompt library

A prompt library that stays current.

Prompts are organized by role and task, tested before they are added, and revised when a model change affects how they behave. Your team can search, copy, and adapt them.

Tested before it ships

Each prompt is checked on the tools your team uses.

Versioned with the tools

When a model update changes results, the prompt is revised.

Built for your team

Written in your team's language, with your products and processes.

Prompt libraryExample content

No prompts match that search.

worked example · salesExample
Draft a follow-up to Riverside Mfg. after today's demo. They flagged onboarding time as a concern.
// using CRM notes and the case librarySubject: Onboarding, handled in week oneHi Dana, thanks for walking through the rollout today. You mentioned onboarding speed, so here is how Riverside would ramp: a guided week-one plan, a named specialist, and two references from companies your size. Do you have 15 minutes Thursday for a walkthrough?
Fractional AI strategist

A fractional AI strategist who stays close to your team.

AI tools change monthly. Your strategist watches new releases, tests them against your workflows, and tells you what to adopt, what to skip, and how it fits with the tools you already use.

Monthly update

What changed this month and what it means for each role.

Tool and workflow guidance

How to connect and use new features with your current stack.

Library updates

New and revised prompts added after testing.

Scheduled monthly strategy sessions and an async channel for questions.

Strategist notesExample
Month 3

New model release in your chat tool

Longer documents now fit in one prompt. Sales call summaries can include the full transcript. Three Sales prompts revised.

Sales
Month 3

Copilot added to your spreadsheets

Finance can now ask questions of the monthly report directly. A 20-minute walkthrough is scheduled.

Finance
Month 2

Skip for now

A new standalone writing tool overlaps with what Marketing already has. No change recommended.

Marketing
Month 2

Connect the CRM to your AI workspace

Support can pull account history into replies without copying and pasting. Setup notes added to the library.

Customer Success
Engagements

How engagements are structured.

Every engagement is scoped to your team, roles, and tools. We quote after a short call.

One-time

Pilot

A fixed two-week program for one team that needs momentum now.

2 weeksOne team
  • Workflow audit for one team
  • Role-based training sessions
  • Starter prompt library
  • 30-day check-in
Talk to us
Recommended Annual, billed quarterly

Partner

An ongoing program across teams with a strategist who stays with you.

12 monthsMultiple teams
  • Everything in Pilot, for each team
  • Full prompt library, kept current
  • Fractional AI strategist
  • Training for new hires
  • Quarterly planning with leadership
Book a call
Custom

Enterprise

A company-wide program with policy, governance, and security review.

Custom termCompany-wide
  • Program for every department
  • AI policy and guardrails
  • Materials built for your organization
  • Review with your security team
Contact us

Live session Add-on

An in-person training day for your team. Available with any engagement.

Ask about live sessions
Pricing

What shapes the scope

There is no price list. After one call we send a written proposal based on these factors.

Proposals are fixed-fee. No hourly billing.

1Number of teams included
2Roles that need their own curriculum
3Number of people trained
4Virtual only or with a live session
5Level of strategist access
How we work

Built around your team's work.

Independent

No vendor commissions. We recommend tools only when there is a real gap.

Your real work

Sessions use your documents, accounts, and processes.

Measured

We record a baseline before training and report against it.

Safe by default

Clear rules on what data goes into tools and what stays out.

FAQ

Common questions.

Something else on your mind? Email hello@stackrollout.com.

No. Training assumes no coding background.

No. We take no vendor commissions and are not tied to any platform. We work with the tools you already own and recommend new ones only when there is a real gap.

A workshop is a single event. We build role-based training around your work, give you a prompt library, and keep a strategist available as tools change.

ChatGPT, Claude, Microsoft Copilot, and Google Gemini. Training is built around whichever of these your team already has.

Data handling is part of every engagement. We set clear guidelines on what goes into tools and what should stay out, aligned with your security and compliance requirements.

Mainly virtual. A live in-person session is available as an add-on.

Partner and Enterprise engagements include an ongoing strategist and a library that we keep updated. Pilot includes a 30-day check-in.

Teams usually start applying what they learn to live work within the first week. We record a baseline first so progress can be measured.

Get started

Start with a 30-minute call.

Tell us which team to begin with. We will outline what the first 30 days would look like.

Book a call hello@stackrollout.com