Paralegal

Instawork is on a mission to create meaningful economic opportunities for skilled hourly professionals in communities around the globe. Our AI-powered labor marketplace helps local businesses scale, and enables global technology companies to push the frontiers of robotics and AI. Backed by world-class investors like Benchmark, Spark Capital, Craft Ventures, Greylock, Y Combinator, and others, we’re looking for exceptional talent to reimagine the way the world works. We're looking for a Paralegal to join our in-house Legal Compliance team. This role sits at the intersection of Legal, Finance, and Compliance. You'll own regulatory registrations, data requests, and case management, and you'll build and improve the workflows that support those functions. We don't just want someone who can do the work; we want someone who learns a skill and then asks, "How do I automate this shit so it runs itself?" If you've built an N8N workflow, trained a custom GPT, scripted a process in Google Apps Script, or prototyped with no-code tools, and you want to bring that mindset to a legal team, this is the role. The ideal candidate takes their work seriously but not themselves. You’re organized, systems-minded, and energized by a fast-moving environment where priorities shift and no two days look the same. You take ownership of your work, bring sound judgment, and are always looking for a better way to get things done. What You'll Do: Core Legal Compliance File, track, and maintain corporate and commercial registrations; federal, state and municipal licenses; and records Receive, track, and coordinate notices for all legal, administrative, and tax matters, including work verification, unemployment, disability, and wage garnishments Research emerging federal, state, and municipal regulations that may apply to Instawork and its subsidiaries, recommend a compliance approach, and operationalize ongoing maintenance of any resulting obligations Prepare for, assist, and/or attend administrative hearings Assist counsel with calendaring, demands, dates, and times Coordinate cross-departmental requests (e.g., Legal, Finance, HR) Work closely with counsel to respond to law enforcement and third-party data requests Assist in-house counsel with handling of pre-litigation and litigation matters, as well as external legal requests Manage administrative tasks related to contract lifecycle management and certificates of insurance; assist with annual insurance renewals Provide reporting and metrics on litigation, compliance, and other legal matters Support special projects as directed by counsel, with the flexibility to adapt as priorities evolve AI, Automation Process Improvement Evaluate every recurring legal and compliance workflow for automation potential, then build or propose solutions Design and maintain automations for tasks like deadline tracking, registration renewals, notice routing, reporting, and document intake using tools like Cursor and Replit. Use AI tools (e.g., ChatGPT, Claude, Gemini, GC.ai ) to accelerate research, drafting, document review, and data extraction, and develop reusable prompts or workflows the team can adopt Track and evaluate new legal technology, AI products, and automation platforms, and recommend tools that would benefit the team Document processes and build playbooks so that institutional knowledge lives in systems, not in people's heads Who You Are: Bachelor's degree and 3+ years of experience in a legal, compliance, operations, and/or project management role (Paralegal certificate preferred, but not required) Strong verbal and written communication skills Exceptionally organized, efficient, and detail-oriented Drive to use AI tools and legal technology to improve efficiency, with a willingness to identify and adopt new approaches Ability to manage multiple priorities simultaneously, exercise sound judgment, and meet deadlines with minimal supervision Proficiency working with MacOS and iOS, Googl ... (truncated, view full listing at source)