1. Is this a fit?
  2. Slack, in practice
  3. What's covered
  4. Turnaround times
  5. Pricing
  6. The knowledge base
  7. Metrics
  8. How AI fits in
  9. Starting small
  10. Working with me
  11. About me
How do I know if this is a good fit?

You run a B2B SaaS or AI company. My playbooks, templates, and AI tooling are built for this market. I've negotiated these deals hundreds of times.

Your company coordinates in Slack. That's where I embed — and where my AI automations deliver fastest.

You need contracts, IP, employment, or product counsel. This is the full stack of a modern GC role — what I did at Discord and Grammarly.

You need specialized litigation, regulatory, tax, or M&A advice. Not what I do — but I'll connect you with the right specialist.

What does "lives in your Slack" actually mean?
I join your Slack workspace as an external collaborator in only the channels you designate — usually a #legal channel and deal-specific channels. You can keep access as narrow as you want. I work in-thread so decisions, context, and follow-ups are captured and searchable. Response times on Slack are guaranteed based on your commitment tier — from same-day at Core to 1-hour at Outside GC.
What legal work do you cover?
Contracts (NDAs, MSAs, DPAs, vendor, customer, consulting), product counsel, privacy, intellectual property, employment basics, pre-litigation, and routine corporate matters. If something falls outside my expertise — specialized regulatory, litigation, tax — I tap my network of BigLaw partners and manage the relationship for you.
How fast is turnaround?
It depends on your commitment tier. Core clients get 48-hour turnaround; Full clients get 24-hour; Outside GC clients get same-day. Per-deal (no commitment) work is typically within 1–2 business days. All response time commitments are during business hours, PT. See full tier details →
How does pricing work?
Two options: per-deal pricing (one flat fee per deal through signature, no commitment) or a fractional GC commitment (monthly floor applied against discounted menu prices with priority access). See full pricing details →
What do you mean by "the knowledge base compounds"?
Every answer, redline, and decision I make for your company gets captured in a structured, auditable knowledge base. Over time, this means faster answers (I've already addressed a similar question), more consistency (same position across all your contracts), and a real institutional memory that doesn't walk out the door.
What metrics do you track?
Time-to-answer, contract cycle time, and client satisfaction — visible to both sides in real time. Traditional legal has never offered this kind of transparency. You'll always know whether the service is working.
How does AI fit in?
I use AI for first-pass contract review, clause extraction, playbook application, redline drafting, issue spotting, deadline tracking, and knowledge-base capture. It helps me move faster and keep better context across matters. AI does not replace legal judgment — I review client-facing work and remain responsible for the advice. I also don't put client confidential information into AI tools that lack appropriate confidentiality, security, and data-use protections, and if a client has AI-use restrictions, I follow them.
Can I start with one deal and upgrade later?
Yes. Many relationships start with a single vendor review or NDA. If you like the work, you can keep using per-deal pricing or move to a fractional GC engagement. No pressure either way. Start with one deal →
What's it like to actually work with you?
Fast, excellent, and — I hope — actually enjoyable. I take the work seriously, not myself. You'll get substantive advice, a straight answer when I think you're wrong, and a lawyer who doesn't make every interaction feel like billing.
Who are you, specifically?
I was the first lawyer at Discord (VP Legal), Grammarly (Head of Legal, built the team to 11), Pilot (GC), and BioRender (Head of Legal). Before that, Dropbox, Kirkland & Ellis, a Ninth Circuit clerkship, and Williams & Connolly. Before law, I was a software developer at IBM. I currently advise a major AI lab and a high-growth SaaS startup. I write about legal and AI here.

Earlier writing: Four questions for counseling privacy · Writing excellent legal advice · Navigating regulatory enforcement · MVPing legal terms · Reviewing marketing content · Create a WISP (please)

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