Compliance & Legal Operations Manager

About the role

Our lean, high-trust Legal & Compliance team is foundational to HopSkipDrive's expansion, directly managing the multi-state regulatory infrastructure and operational systems that power our growth. We support the business and build scalable programs through the following primary responsibilities: Regulatory Research & Market Expansion: Lead compliance analysis for new and existing state markets and develop state-specific documentation Client-Facing Compliance Support: Act as the primary point of contact for school districts on compliance and regulatory questions. Ironclad System Administration: Serve as the platform owner for Ironclad, configuring workflows, maintaining integrations with Salesforce/Airbase, and driving internal process documentation. Contract Data & Repository Management: Own contract metadata extraction, define data models, and track terms in ClickUp and master tables to ensure renewal readiness. Legal Operations and Financial Oversight: Lead outside counsel management by reviewing vendor invoices and establishing billing discipline to optimize external legal spend. Risk Review & Policy Development: Partner on data privacy, SOC 2 maintenance, and vendor risk reviews while drafting internal legal guidelines and compliance SOPs. AI Tool Administration: Manage legal-specific AI tool licensing, seats, onboarding, and new-feature rollouts as the team's primary technical resource. AI-Assisted Workflow Automation: Identify workflow leverage areas to build and iterate on compliance dashboards, intake chatbots, and automated tech stack solutions.