AI Strategy & Roadmapping
We start with your business and figure out where AI fits. The result is a prioritized plan your team can act on, not a deck that gathers dust.
What’s included
The mandate is real. The path forward isn’t obvious. This isn’t a generic AI audit. It’s a plan built around your actual problems that your team can execute.
Strategic roadmap
Sequenced initiatives with milestones, decision points, and clear success criteria.
Use case analysis
Every opportunity scored on impact, effort, risk, and fit so you can make real trade-offs.
Build vs. buy guidance
Honest vendor and tooling recommendations based on your constraints.
Execution playbook
Step-by-step guidance your team can run with. Designed to be used, not shelved.
“‘We need to do AI’ puts the tool before the problem. Figure out the right things to do, then do those things right. AI might be part of it. It might not.”
Justin Sisley
Founder, Peppercrest
How it works
From mandate to momentum
Understand the business
We map your processes, bottlenecks, and priorities. The goal is to find the real problems before reaching for solutions.
Score the opportunities
Every AI possibility gets evaluated on impact, effort, risk, and fit. Most get cut. The few that survive are worth building.
Build the plan
A sequenced roadmap with dependencies, decision points, and clear next steps your team can execute.
At a glance
Measurable impact
Let’s replace the mandate with a plan. Clear priorities, honest trade-offs, and a first move your team is confident making.
Fewer bets, better bets
Honest scoring cuts the list to the opportunities that justify the investment
Weeks, not quarters
From scattered priorities to a roadmap your team can act on
Built for
Built for teams that need to move
Funded startups
AI could give you an edge, but you have to move fast and bet right.
Mid-market teams
The board wants an AI strategy and nobody on the team has done this before.
Operational leaders
You have the mandate and the budget but need help figuring out where to aim.
Non-technical founders
You know AI matters to your business but you can’t evaluate the options alone.
FAQ
Common questions
What to expect from an AI Strategy & Roadmapping engagement.
Let’s figure out where AI actually fits
Tell us where you are and what you’re trying to solve. We’ll get back to you with a clear next step. No pitch deck, no pressure.
- Tell us about your business and goals
- We’ll scope a proposal around your real situation
- Kick off with a focused problem-finding session
How we work
See our approach and process from strategy to shipped.
Playbooks
Explore our guides and frameworks for teams figuring out AI.
Skip the deck. Build the plan.
Tell us what you’re facing and we’ll figure out where AI fits. No slide decks. Just a plan your team can run with.