Operations Associate (Legal & Compliance)

Jerry.ai•Toronto, ON

About The Position

We are looking for a highly resourceful and ambitious Operations Associate to join our lean, fast-paced legal team. This isn't a traditional "administrative" legal role. We are looking for someone with a product-focused mindset who doesn't just follow a process but seeks to automate and scale it. The person who succeeds in this role is a natural driver: someone who owns a project from start to finish, solves complex problems without a manual, and has the grit to thrive in a startup environment. If you are eager to sit at the intersection of law, technology, and AI-driven efficiency, we want to hear from you.

Requirements

Academic Excellence: A Bachelor’s degree from an academically rigorous program with demonstrated high performance.
Driver Mindset: 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.
Product & Tech Savvy: You have an interest in using AI/technology to optimize workflows. You prefer a spreadsheet or an automated tool over a manual checklist.
Impeccable Attention to Detail: 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.
Thrive in High-Performance Environments: You’re comfortable with ambiguity and operate with a deep sense of urgency. You take full ownership of your output.

Responsibilities

Own Entity Compliance: You’ll be the point person for keeping our corporate entities in "Good Standing" across the US and Canada. You’ll handle the reports and state requests entirely on your own.
Protect the Brand: Monitor our intellectual property presence and hunt down infringements. You’ll be responsible for drafting and initiating cease-and-desist workflows.
Investigate & Educate: Act as the first line of defense for complex consumer escalations. You’ll investigate the root cause, pitch strategic solutions, and spearhead compliance training initiatives that elevate our entire workforce.
Drive Product & Process Improvements: Review product and process for compliance. When identifying user friction or compliance risk, you’ll partner directly with our Engineering and Product teams to implement systemic improvements.
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.
Automate Everything: Use AI and low-code tools to turn manual legal chores into scalable workflows. Your goal is to build systems that do the work for you.