Compliance & Legal Operations Manager
About the role
The Compliance & Legal Operations Manager is a key member of the Lean, high-trust Legal & Compliance team at HopSkipDrive. This role supports the business and builds scalable programs through responsibilities including regulatory research and market expansion, client-facing compliance support, Ironclad system administration, contract data & repository management, legal operations and financial oversight, risk review & policy development, AI tool administration, and AI-assisted workflow automation.
Responsibilities
- Lead compliance analysis for new and existing state markets and develop state-specific documentation
- Act as the primary point of contact for school districts on compliance and regulatory questions
- Serve as the platform owner for Ironclad, configuring workflows, maintaining integrations with Salesforce/Airbase, and driving internal process documentation
- Own contract metadata extraction, define data models, and track terms in ClickUp and master tables to ensure renewal readiness
- Lead outside counsel management by reviewing vendor invoices and establishing billing discipline to optimize external legal spend
- Partner on data privacy, SOC 2 maintenance, and vendor risk reviews while drafting internal legal guidelines and compliance SOPs
- Manage legal-specific AI tool licensing, seats, onboarding, and new-feature rollouts as the team's primary technical resource
- Identify workflow leverage areas to build and iterate on compliance dashboards, intake chatbots, and automated tech stack solutions
Requirements
- 4–7 years of dedicated experience in compliance, legal operations, or a closely related highly regulated field
- Proven hands-on experience administering and configuring workflows within the Ironclad contract lifecycle management platform
- Demonstrated track record of independently adopting, administering, and leveraging generative AI tools to accelerate professional workflows
- Strong capability to analyze complex, state-level regulatory frameworks and synthesize them into clear, actionable resources
- Proven ability to manage concurrent workstreams across different states, issue types, and cross-functional stakeholders simultaneously
- A foundational background in establishing, scaling, and continuously improving operational legal systems and organizational frameworks
- Experience drafting high-stakes professional documentation and interfacing directly with external clients or district partners
Qualifications
- Bachelor's degree in law, business, or a related field
- Licenses and certifications relevant to the regulated industry
Skills
- Regulatory Research
- Ironclad Administration
- AI Tool Administration
- Contract Management
- Legal Operations
- Financial Oversight
- Risk Review
- Policy Development
- Workflow Automation
Benefits
- Flexible vacation
- Medical, dental, vision, and life insurance
- 401(k)
- Flexible Spending Account (FSA)
Pay
The salary range for this role in Los Angeles, CA is $110,000.00 - $115,000.00. This position is remote and, as such, compensation will ultimately be in line with the location in which the position is filled. Final compensation for this role will be determined by several factors such as a candidate’s relevant work experience, skill set, certifications, and specific work location. The total compensation package for this role also includes equity stock options.
Schedule
This is a fully remote role. Candidates must reside in and perform work from one of the following states: AZ, CA, CO, DC, FL, GA, IL, IN, KS, MA, MD, MI, MN, MO, NC, NJ, NM, NV, NY, OK, OR, SC, TN, TX, UT, VA, WA, or WI. We are not currently considering candidates who will perform work from any other state.