Startup Advising
The technical calls and pivot moments that determine whether your startup scales or stalls. Guidance from someone who ships products, not just advises on them.
What’s included
Honest answers to the questions you can’t ask anyone else. Technical decisions, scaling calls, and pivot moments with someone who’s sat in your seat and made the same calls.
Sounding board
Architecture, infrastructure, and build-or-buy decisions with someone who’s made them.
Scaling guidance
When to hire, when to outsource, and how to grow without outpacing your runway.
Pivot clarity
Sharp assessment when the original plan isn’t working and the clock is ticking.
Hands-on building
When advice isn’t enough, we roll up our sleeves and build alongside you.
“The hardest conversations I have with founders aren’t about technology. They’re about the thing they haven’t said out loud yet. Once it’s on the table, we can actually work with it.”

Justin Sisley
Founder, Peppercrest
How it works
From tough calls to clear direction
Understand your situation
We learn what you’re building and what’s keeping you up at night. No pitch. Just a conversation.
Work the hard calls
Regular sessions focused on the decisions that matter most. Technical architecture, hiring, product direction, runway.
Grow the relationship
As your needs change, advisory expands into hands-on building. Same person, same standard, no vendor search.
At a glance
Measurable impact
Startup decisions don’t get easier, but they get clearer when you have someone in your corner who’s faced similar situations and knows where the landmines are.
Operator advisory
Guidance from someone who builds products, not just advises on them
One seat, full stack
Technical, product, and business decisions without assembling a committee
Built for
Built for founders in the thick of it
Scaling fast
You raised capital and need to build. Every technical decision compounds.
Facing a pivot
The original plan isn’t working and the runway is burning.
Technical founder
You can build anything but need a strategic sounding board for the business side.
Non-technical founder
You have the vision but need a technical co-pilot you can be honest with.
FAQ
Common questions
What to expect from a Startup Advising relationship.
Let’s talk about what you’re building
Tell us where you are and what’s in front of you. If our experience is relevant, you’ll know in the first conversation. If it’s not, we’ll tell you.
- Tell us what you’re building and what’s in front of you
- We’ll assess fit and propose how to work together
- Kick off with a session on your hardest problem
How we work
See our approach and process from strategy to shipped.
Playbooks
Explore our guides and frameworks for founders building with AI.
Your next hard call doesn’t have to be solo
Tell us what you’re building. If we can help, you’ll know in the first conversation.
