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Review and negotiate commercial contracts, identify risks and unusual terms, and collaborate with legal teammates on complex clauses. Improve contract-review workflows by codifying recurring agreements, building playbooks, and identifying process efficiencies. Partner with engineering and operations to advance AI-enabled legal service delivery while maintaining high-quality client outcomes.

Lead full-cycle recruiting for Crosby’s go-to-market teams, including Sales, Revenue Operations, Business Operations, and GTM leadership. Source exceptional talent proactively, assess candidates against performance metrics, partner with hiring managers on role definitions and interview processes, and deliver a high-touch candidate experience. Help scale the company’s commercial organization and strengthen its culture during rapid growth.

Lead full-cycle recruiting for Engineering, Product, and Design teams. Source and engage exceptional technical and creative talent, partner with hiring managers and leadership on hiring plans and role definitions, represent Crosby to candidates, and deliver a thoughtful, transparent, high-touch candidate experience while helping build the company’s culture and hiring infrastructure.

Build and scale Crosby’s growth motion across outbound, paid channels, events, campaigns, and funnel optimization. Partner with sales to create repeatable prospecting systems, develop and test messaging, measure campaign and event ROI, analyze funnel performance, and improve conversion. The role requires ownership of channel economics, dashboards, experimentation, and pipeline growth while protecting the firm’s trusted brand.

Own Crosby’s brand strategy, positioning, visual identity, campaigns, creative direction, website storytelling, and market-facing expression. Partner with founders, marketing, product, design, events, content, and sales teams to build a premium, trustworthy brand. Lead end-to-end creative work from concept through delivery, establish practical brand systems, and ensure consistent customer and prospect experiences across channels.

Lead Crosby’s event strategy and execution, from creative concepts and premium hospitality experiences to venues, vendors, budgets, guest lists, production, and on-site delivery. Build the company’s first customer conference, develop distinctive conference activations, and connect events to marketing, sales, client retention, and business goals. Establish repeatable event processes, measure performance, capture learnings, and continuously improve the program.

Supports the CEO and CTO by managing calendars, inboxes, travel, meeting preparation, scheduling, expenses, vendors, offsites, board meetings, and confidential information. The role requires strong judgment, organization, discretion, written communication, and the ability to work independently in a fast-paced, in-person startup environment.

Own the vision, roadmap, and delivery of an AI-powered contract redlining product. Build evaluation infrastructure, define quality and automation metrics, partner with lawyers and design users, and collaborate with applied AI engineering to improve product performance. The role requires shipping from 0-to-1, scaling across contract types, navigating ambiguity, and developing deep expertise in legal workflows.

Looking for a Founding GTM Lead to build and own the commercial side of the business, executing sales, marketing strategies, and establishing customer success.

Own and scale critical legal-service workflows combining human expertise and AI. Design and implement operational processes across legal delivery, quality control, training, and client success. Partner with product and engineering teams to prototype internal tools, improve throughput, reduce errors, and operationalize playbooks, training systems, and incentives. This is an in-person, execution-focused operations role requiring end-to-end ownership in an ambiguous, high-stakes environment.