Pepper
Included with every Peppercrest engagement. Pepper learns your business, remembers your preferences, and extends Peppercrest’s thinking to your whole team.
What’s included
Every session makes Pepper smarter about your business. Decisions, preferences, and context build up over time and stay accessible to your whole team. The knowledge is always there.
Insights on demand
Guidance grounded in your history, your priorities, and your situation. Any time.
Learns as you go
Every session makes Pepper smarter about your business. No notes required.
Team access
Invite your team so insights reach everyone, not just the people in the room.
Full session search
Find any framework, decision, or recommendation from any past conversation. Instantly.
“If it’s not documented, it’s not debatable, and it’s not upgradeable. That’s why Pepper captures everything. Knowledge that lives in someone’s head stays there.”

Justin Sisley
Founder, Peppercrest
How it works
From conversations to knowledge your team actually uses
Learn from every session
What was decided, what was recommended, and why. Pepper remembers it all.
Connect the dots
Peppercrest methodology meets your engagement history. Guidance tailored to your business.
Ask anything, any time
No scheduling a meeting. No digging through old notes. Your team gets the knowledge directly.
At a glance
Measurable impact
Every session adds to what Pepper knows about your business. The longer you work with Peppercrest, the more valuable the insights become.
24/7 access
Your whole team gets guidance from Pepper, any time, on any device
Gets smarter over time
Every session adds context. Month three is more valuable than month one
Built for
Built for every Peppercrest client
Long-term partners
More sessions means more context. Three months in, Pepper knows your business inside and out.
Distributed teams
Insights available to everyone on your team, no matter where they are or when they need them.
Fast movers
Questions come up at midnight on a Tuesday. Pepper is there when you need it.
New to AI
Ask questions at your own pace. Pepper is a safe place to explore without waiting for a formal session.
FAQ
Common questions
What to expect from Pepper as part of your Peppercrest engagement.
Pepper comes with the partnership
Tell us what you’re working on. We’ll show you how Peppercrest works: human guidance paired with Pepper, the AI advisor that remembers everything.
- Tell us about your goals and where you’re stuck
- Get a proposal for how we’d work together
- Start working with Peppercrest and Pepper
How we work
See our approach and process from strategy to shipped.
Playbooks
Explore our guides and frameworks for teams building with AI.
When guidance and knowledge transfer need to extend beyond sessions. Ongoing advisory with Pepper making every conversation permanent.
When your AI strategy needs a foundation before you build. A plan grounded in your business, with Pepper learning alongside you.
The AI productivity paradox
Executives say AI saves them a full workday every week. Their employees say it saves them almost nothing. Both are telling the truth, and that's the problem.
January 19, 2026

Your AI advisor. Always on. Always learning.
Pepper comes with every engagement. Start a conversation and see what advisory looks like when every session makes the next one smarter.