Grey Letter Advisory

I do the part after the tool.

Most legal AI advice ends at which software to buy. Grey Letter rebuilds how your firm works around AI, and leaves your team able to run and improve it.

I start where you are and build on the tools you have, not around them.

Here are three ways to start.

01

AI Readiness Assessment

Where you are
You know AI matters. The real questions are what it should and shouldn’t do, how your people can not only work with it but work with it well, and where to begin.
The work
I look at how information moves through your firm: where your knowledge lives, what tools and AI are already in play, how the work gets done, and the confidentiality and ethical-wall questions a law firm has to get right. I hear from leadership and from the people doing the hands-on work. No standing access to your systems required.
What you’re left with
A written report giving you a clear, honest picture of how your firm works today, a roadmap that puts the highest-value moves first, and a working session to walk through it together. The rest of the work builds on this foundation.
02

Building AI Into the Work

Where you are
A tool got bought. Maybe several. But people use them in different ways, and information and tools stay disconnected across the firm. Your team is working around the software instead of with it.
The work
This is where the change happens. I start from the tools you have and build systems where your people and AI work together as teammates, not where software sits off to the side. We start with your everyday workflows and go as far as your vision takes us. Custom AI skills, agents that work together, and the governance to keep it all safe and accountable. Your team leaves with the skill to design and run it themselves.
What you’re left with
An operation where your people, your AI, and your firm’s knowledge work as one connected system, run by a team that keeps improving it as the tools change. The capability stays with your people, not the vendor.
03

AI Advisory & Fractional Support

Where you are
You want senior judgment on AI and operations strategy, without hiring a full-time executive to get it.
The work
Ongoing, fractional partnership: a steady hand on strategy, vendor decisions, and the building work itself, sized to what your firm needs right now.
What you’re left with
A trusted advisor who knows your firm, so each new decision compounds on the last instead of starting from scratch.

Where to start

Looking forward to meeting you.