AI Legal Strategist

This is a fully remote position open to candidates located anywhere in the United States. Are you our next Legal Innovation Strategist and Advisor? You've practiced law. You've drafted the documents, sat through the meetings, and worked around the inefficiencies. And when AI tools hit your radar, you didn't wait. You dove in-prompting, testing, optimizing-finding faster, smarter ways to get legal work done. You're not just curious about AI. You're already using it to transform how you work-and now, you want to help law firms do the same. At Affinity Consulting, we're looking for someone with the executive presence to earn the trust of law firm partners quickly, the strategic mindset to guide them through meaningful change, and the communication skills to make complex ideas feel clear and actionable. In this role, you'll help skeptical leaders rethink how their firms operate, uncover smarter systems, and identify practical ways to leverage AI in ways that create genuine excitement about innovation. This is an opportunity to: Design new systems Help law firms embrace change-and thrive in it Be seen and heard as a national voice on legal innovation Work with a team of smart, kind humans doing work that matters If you're ready to stop keeping up with change and start leading it, this might be your next big move What you'll do Lead the relationship. You'll lead our AI engagements at the executive level. You'll serve as the bridge between the law firm's real-life headaches and our team of brilliant AI builders. It's a high-impact translator role -perfect for someone who knows what it's like to work inside a law firm, can spot inefficiencies instantly, and can imagine how thoughtful AI adoption, intelligent workflows, and automation can make their work radically better. You'll get inside practice groups, ask why until the real friction surfaces, and resist the urge to just bolt AI onto a broken process. You'll build working fluency across the legal AI tools that matter - Claude, Harvey, Copilot, ChatGPT, Clio Work/Vincent, NetDocs AI - and turn what you learn into roadmaps that firms can use. Train differently for different rooms. Partners, associates, paralegals, and staff each use AI differently. You'll need to work side-by-side with legal professionals and translate how they can leverage AI to do their work differently. Put your name on the thinking. You'll also speak, teach, and write - helping position Affinity as the national leader in legal AI transformation. What you need on day one Executive presence, full stop. The ability to walk into a partner-level room and be trusted immediately, deliver a hard message without losing the room, and hold your own when smart, senior people disagree with each other and with you. Real legal practice experience because it gives you built-in fluency in how legal work moves, and where it gets stuck. A working understanding of the major AI tools already in or circling legal (Claude, ChatGPT, Copilot, Harvey, Clio Work, etc.). You don't need to be an expert power user in all of them, but you'll need a general understanding of how firms can leverage these tools, so you can hold a credible conversation about them with a skeptical partner. The ability to connect the two. This is the real job: knowing legal process well enough to see where a firm is stuck, and knowing AI's capabilities well enough to see what's possible and then translating between them, so a firm invests in the right thing instead of the loudest thing. What you don't need yet Developer-level AI skills. Your job is to lead, advise, translate, and train. Depth on any single platform will sharpen fast once you're working with real client environments. Your responsibilities. Client Strategy & Discovery Lead discovery sessions with law firms to understand workflows, uncover frustrations, and identify high-value opportunities for AI Develop strategic roadmaps that show how AI and automation can drive efficiency, quality, and profitability Build trust with lawyers, firm leaders, and staff by meeting them where they are-and showing them where they can go Internal Collaboration Translate client needs into usable documentation for internal AI solution specialists Partner with team members to bring strategies to life through implementation and enablement Spot patterns and help us standardize our offerings into repeatable, scalable frameworks Training & Evangelism Deliver live and virtual education sessions for law firms and industry groups Participate in podcasts, webinars, and conference panels to help demystify AI for the legal world Create enablement assets and thought leadership content that drives demand and trust Market Intelligence & Learning Stay up to date on emerging AI tools, legal tech platforms, and best practices Test new tools, evaluate their fit for legal use cases, and contribute to internal evaluations Help evolve our AI services based on what's working (and what's not) What we're looking for. We're not just looking for someone who understands law firm life- we're looking for someone who's lived it and reimagined it. You've practiced recently enough to know how legal work really gets done- and you're using AI tools to do it better. You understand prompts/skills/workflows, risks, and ROI. You're not just curious about AI- you're doing it, and you want to help others catch up. You're ready to take that experience and help others transform how they operate - from solo attorneys to enterprise firms. You ask sharp questions, connect dots others miss, and know how to turn friction into opportunity. Bonus points if you bring: Experience mapping legal workflows or implementing new systems Comfort leading workshops, speaking on panels, or training teams A bias toward action and a deep respect for both people and process You're Our Person If You: Have recent, real-world experience practicing law Are excited-not intimidated-by AI, automation, and systems thinking Can talk to a skeptical managing partner and a savvy software consultant in the same day Love making people feel empowered, not overwhelmed, by new tools Want to help shape the future of the legal profession-and enjoy the ride along the way More about us and details you'll want to know. We're Affinity and Lawyerist (one team; two brands) and we're changing the legal industry by helping legal professionals build healthy businesses and better lives. Alongside our consulting and coaching work, we produce a podcasts (The Lawyerist), publish several best-selling book(s) (Be a Next Level Leader), speak at national conferences, and build bold partnerships with the tools and organizations reshaping the legal landscape. We also share a commitment to these Core Values: Be Inclusive. Act with Integrity. Grab the Marker. Stay Curious. Drive Change. We're 100% remote, so we expect you to have reliable internet, a professional workspace, and the ability to travel for client meetings, conferences and events, and team gatherings. We work 8:30–5 ET, M–F, with flexibility and trust. We're hiring for a full-time role with a starting base salary set based on your experience in the range of $125,000 - $140,000 plus a performance-based bonus. Benefits include health & dental, LTD/STD and life insurance, 401(k) matching, an Employee Assistance Program, a professional development budget, a health & wellness stipend, flexible PTO, and a team you'll be proud to work with. We embrace diversity. We strongly encourage candidates from all backgrounds to apply. If you feel unsure, please apply anyway. If you're excited about this role but feel like you're missing a piece or two, let's talk. Imposter syndrome has no place here. We don't discriminate based on gender identity or expression, sexual orientation, race, religion, age, national origin, citizenship, disability, pregnancy status, veteran status, or other differences. If you have a disability and there's a way we can make the interview process better, please let us know (View email address on click.appcast.io with the subject "AI Strategist Accommodations"). We're happy to accommodate. Ready to change how law firms work? Please note: Candidates must reside and be eligible to work in the United States. #J-18808-Ljbffr Affinity Consulting