Enterprise Account Executive at Pear Vc

ENTERPRISE ACCOUNT EXECUTIVE ABOUT THE ROLE The litigation landscape is changing forever thanks to generative AI. We're looking for an entrepreneurial Account Executive with a strong commercial track record to join our growing team in London and help bring Wexler’s platform to litigation teams around the world. As an Enterprise Account Executive at Wexler, you will focus on selling to legal organisations including enterprise law firms, litigation boutiques, barristers’ chambers, and specialist dispute practices across the UK, US, and other international markets. You’ll work directly with partners and senior lawyers to demonstrate how Wexler’s AI can transform document review, uncover case-winning facts, and dramatically accelerate complex disputes. This is not a traditional transactional sales role. You’ll operate as a trusted advisor to litigation teams, developing a deep understanding of how disputes are run and helping lawyers rethink how AI can support case strategy and document-heavy investigations. You will own the full sales cycle, from discovery through to negotiation and close, converting inbound interest and BDR-generated opportunities into long-term customers. You’ll work closely with our BDR team, who support pipeline generation and initial outreach, allowing you to focus on high-quality conversations and closing deals. As an early member of the commercial team, you’ll also work closely with the CEO and Co-Founder to shape our go-to-market strategy, refine how we sell into the legal industry, and build the sales playbooks that will support our rapid growth. What you'll do You'll work directly with litigation teams exploring how AI can dramatically improve document review, fact discovery, and case strategy. Own the full sales cycle from qualified opportunity through to negotiation and close with partners and legal decision-makers. Convert inbound self-generated and BDR-generated opportunities into new customers, working closely with our BDRs to maintain a strong pipeline of qualified prospects. Sell to legal organisations, including, enterprise law firms, litigation boutiques, barristers’ chambers, and specialist dispute practices across the UK, US, and international markets. Run discovery conversations with partners and associates to understand their litigation workflows, current document review challenges, and the types of matters where Wexler can deliver the most impact. Deliver compelling product demonstrations showing how Wexler’s AI uncovers critical case facts across large document sets. Build strong relationships with legal decision-makers, including partners, senior associates, and innovation teams within litigation practices. Develop expansion pathways within accounts, identifying new matters, practice groups, or offices where Wexler can deliver additional value. Navigate commercial negotiations and procurement processes, ensuring deals close efficiently while aligning pricing with usage and value. Collaborate closely with Product and Engineering, sharing insights from the field about litigation workflows and feature opportunities. Partner with our Customer Success team to ensure smooth handoffs and strong early adoption after deals close. Help refine our sales motion, contributing to messaging, pricing models, and sales processes as we scale. What you bring You understand that litigation AI isn’t just another software purchase — it’s a fundamental shift in how legal professionals approach their most complex disputes. You thrive on working with brilliant, demanding lawyers who expect excellence and have zero tolerance for technology that doesn’t deliver results. We’re looking for: 3–5 years in Account Executive or Sales roles selling B2B software, ideally into professional services or legal teams. A proven track record of closing deals with enterprise organisations, multi-stakeholder buyers and complex sales cycles. Experience running full sales cycles, from discovery through to negotiation and close. Strong consultative selling skills, particularly with expert users such as lawyers, consultants, or accountants. Experience collaborating with SDR/BDR teams to convert qualified opportunities into revenue. Commercial instinct and deal-closing ability, including building business cases and negotiating pricing. Technical curiosity and learning agility; you can quickly understand how AI models work and translate technical capabilities into clear business value. Executive communication skills; you’re comfortable engaging partners and senior legal stakeholders. Startup mentality — you thrive in ambiguity and enjoy building new sales processes as the company scales. AI enthusiasm — you’re excited about the potential of AI to transform professional services. Nice to have: experience selling legal technology or software into law firms, litigation boutiques, or barristers’ chambers, or a background in law (e.g. law degree or legal training). London-based and office-focused — we work from WeWork Aldwych 4 days per week, and face-to-face collaboration is core to our culture and success. What we offer At Wexler, you'll work with some of the world’s most sophisticated litigation teams on problems that can determine case outcomes. You’ll operate in a fast-scaling, entrepreneurial environment where your work directly impacts company growth. As an early member of the commercial team, you’ll help define how Wexler sells into the legal industry while building relationships with the firms shaping the future of litigation. You’ll work closely with our founding team and cross-functional partners, contributing directly to product evolution and go-to-market strategy. We offer a competitive salary, significant equity in a rapidly growing company, huge autonomy and ownership, budget for learning and professional growth, and bi-annual team retreats.