Legal Operations Associate

About the Role

Jerry is building the first app to manage all aspects of car ownership. This role offers real scope early, with the opportunity to own legal and compliance operations, ensure recurring work is done correctly, run programs requiring judgment, and rebuild processes with AI and low-code tools. The ideal candidate is a natural driver who owns their work, solves complex problems independently, and thrives in a startup environment, working at the intersection of law, technology, and AI-driven efficiency.

Key Responsibilities

• Compliance operations: Run, review, and quality-check recurring compliance work, including entity maintenance, privacy requests, and licensing support.
• Marketing compliance and audits: Execute TCPA and Do Not Call audits, monitor opt-outs, and maintain current marketing guidelines. Verify the accuracy of AI-powered audits and design new audit programs with sampling plans and scoring rubrics.
• Consumer escalations: Investigate complex escalations to identify root causes, collaborate with Product, Operations, and Engineering on solutions, and convert recurring issues into compliance training for company-wide teams.
• Regulatory change and readiness: Monitor regulatory changes and issues identified through complaints and audits, ensuring each is addressed. Prepare Jerry to respond promptly to regulator inquiries, carrier audits, and partner diligence requests.
• Legal team support: Assist with contract renewals, legal research, and product reviews through intake, fact gathering, tracking, and follow-up.
• Automation and AI: Replace manual legal tasks with AI and low-code workflows, and ensure the reliability of all scripts, reports, and AI tools used by the team.

Who You Are

• A Closer: Diligently track all open items to completion and independently find answers before seeking assistance.
• A Builder: Automate repetitive tasks, favoring spreadsheets or low-code tools over manual checklists.
• A Zero-Error Operator: Maintain a high level of accuracy in regulatory filings and audits, managing personal systems to prevent missed deadlines or project slips.
• A Root-Cause Investigator: Deeply analyze issues to identify underlying causes and follow through on corrective actions.
• A Proactive Communicator: Provide timely updates, flag potential blockers early, and keep teammates informed of next steps.
• Comfortable with ambiguity: Capable of defining problems from unclear briefs and acting with urgency, while knowing when to make decisions independently versus escalating.

Requirements & Tech Stack

• Hands-on experience using AI and technology to improve work processes (e.g., a tool, automation, or process built independently).
• Habit of verifying AI output before relying on it.
• Experience in compliance, legal operations, audit, or another regulated environment is a plus, but not required.

Qualifications

• A Bachelor’s degree from an academically rigorous program with a record of high performance.
• A proven track record of owning projects from start to finish and solving problems independently, demonstrated in academic, work, or personal contexts.