About Advocacy
Litigation has always been a contest of narratives. Research the record. Analyze the arguments. Draft the position. These modalities are centuries old, each in service of one thing: advocacy. What changed is the data. What artificial intelligence now permits is their convergence.
That reunification of the craft is Advocacy.
We are a well-funded company building the first context-first AI platform for high-stakes litigation. Founded by experienced Big Law litigators and top-tier engineers from Meta and Dropbox, we are backed by the industry's best, Relativity (via Rel Labs), Fenwick & West, litigation boutiques, and T14 law professors. Our platform is already in use with litigators at several top firms.
The Opportunity
This is a strategic role at the heart of the company. As Executive Assistant to the CEO, you will operate as a true force multiplier, owning follow-through, managing external relationships, and ensuring nothing important falls through the cracks. This is not a task-taker or junior admin role. We have AI automations and a strong operational backbone already in place. What we need is a sharp operator who can sit on top of those systems, exercise judgment, and own outcomes.
You will work in close partnership with the COO, who owns operations and client implementation across the company. The two of you will function as a tight unit ensuring the CEO's time, attention, and commitments are aligned with what moves the business forward.
Over time, this role is expected to evolve beyond execution into true decision support, helping the CEO stay oriented, prepared, and focused in a fast-moving, high-ambiguity environment.
This role is also part of a broader thesis we hold: that the legal profession is being reskilled, not replaced. The most valuable operators in the next decade will be those who pair deep institutional experience with native fluency in AI tools. We are building a team that reflects that, and this role is one of those seats.
What You'll Do
- Own follow-through and execution. Stay aware of what's happening across the CEO's calls and commitments at any given time, leveraging our existing AI automations to surface and track to-dos. Own the loop from commitment to completion.
- Produce executive-ready briefs. Take messy inputs, meetings, emails, partial information, and distill them into clear, structured, decision-ready summaries (what’s happening, why it matters, and recommended next steps).
- Partner with the COO. Coordinate closely with the COO to ensure the CEO's priorities translate cleanly into operational execution across the company.
- Manage external stakeholders. Serve as the primary point of contact and project manager for our external partners. Keep work streams moving without requiring CEO involvement on every step.
- Manage the network. Maintain relationships across our investor and legal network. Track key dates, ensure thoughtful follow-ups, and triage inbound according to existing rules.
- Prioritize ruthlessly. Help the CEO focus on what matters by surfacing what's important, deferring what isn't, and unblocking decisions where you can.
- Own the CEO's calendar, travel, and expenses. Manage scheduling, logistics, and reimbursements with minimal back-and-forth.
- Improve the operating system. Identify gaps and propose improvements to how we run. Build lightweight, repeatable systems instead of repeatedly solving the same problems.
Who You Are
- We’ve seen strong candidates come from senior paralegal roles or high-trust executive support environments.
- Curious about AI, or already fluent. You either use ChatGPT, Claude, or equivalent tools as part of how you work today, or you are genuinely eager to become AI-native and see this role as a vehicle for that transition.
- Three steps ahead. You move before being asked. You read between the lines, identify the actual goal, and own outcomes.
- A strong communicator. You write clearly, think structurally, and can produce concise, high-signal written communication under time pressure.
- Strong EQ. You manage up without ego. You push back when you disagree, and you don't fold under pressure.
- Discreet. You are accustomed to handling privileged, confidential, and sensitive information with the standards expected in a legal environment.
Not For You If
- You prefer highly structured roles with narrow, predefined responsibilities
- You are not interested in working with new technology or AI tools
- You are looking for strict 9-to-5 boundaries with no flexibility for occasional after-hours responsiveness
- You are uncomfortable in fast-paced, high-ambiguity environments alongside senior legal and institutional stakeholders
Logistics
- Location: San Francisco — in-office 5 days a week
- Compensation: $90,000 – $110,000/year, depending on experience
- Schedule: Full-time. Occasional weekend responsiveness expected.
Note: Shortlisted candidates may be asked to complete a brief exercises, example: synthesizing a set of inputs into a one-page executive memo.
We read every application. Strong candidates will hear back within one week.