Legal Researcher (Remote)

Jerry.ai•Toronto, ON

4d•Remote

About The Position

Are you an ambitious, aspiring legal professional looking to accelerate your career in-house at a high growth startup? As a Legal Researcher at Jerry.ai, you’ll be embedded in the business from day one, working closely with our Legal Counsel, and collaborating directly with our executive leadership team. This role is designed for high-performing law graduates who want to build a rigorous, high-impact legal career outside the traditional law firm path. This is not a task-based or purely research role. You will be expected to exercise independent judgment, translate legal ambiguity into practical decisions, and take end-to-end ownership of meaningful workstreams. If you’re resourceful, driven, and excited about building a foundation for a high-impact legal career at the intersection of law, business, and technology, we’d love to hear from you! This is a fully remote full-time role with options to work onsite (we have offices in Palo Alto, Toronto, and New York).

Requirements

Strong background in law, whether through a Bachelor’s degree, JD, LLM, or PhD in a legal field.
A proven track record of extreme resourcefulness. You are the type of person who finds the answer before asking the question. You have an innate need to close loops.
You have an interest in using AI/technology to optimize workflows. You prefer a spreadsheet or an automated tool over a manual checklist.
You have a "zero-error" mentality when it comes to regulatory filings and compliance audits. You have the organizational rigor to ensure no deadline or cross-functional project ever slips through the cracks.
You’re comfortable with ambiguity and operate with a deep sense of urgency. You take full ownership of your output.

Responsibilities

Own Corporate Compliance & Governance: Manage entity compliance across U.S. and Canada jurisdictions. You’ll identify risks proactively and implement systems to prevent lapses – not just react to deadlines.
Lead Legal Research & Applied Analysis: Conduct structured legal research on regulatory, consumer protection, and product-related issues. Synthesize findings into clear, actionable recommendations for business stakeholders – not just memos.
Drive Resolution of Complex Issues: Serve as a first-line owner for nuanced consumer escalations and regulatory inquiries. Investigate root cause, assess legal exposure, propose practical and scalable solutions, and spearhead compliance training initiatives that elevate our entire work force.
Partner Cross-functionally on Product & Compliance: Work closely with Product, Engineering, and Operations to review features, flows, and policies for legal and regulatory compliance. Help translate legal requirements into operational and product decisions.
Strengthen IP and Protect the Brand: Monitor potential infringements and support enforcement strategies, including drafting and initiating cease-and-desist workflows.
Run Tight Audits: Lead our compliance audits across operations. You’ll proactively monitor key risk areas, ensuring our practices don’t just meet baseline regulatory standards, but set the industry benchmark for excellence.
Build Systems, Not Just Outputs: Identify repetitive or manual legal work and design scalable solutions using AI and low-code tools, automation, or process improvements. Contribute to building a legal function that is efficient, tech-enabled, and forward-looking.