
Job Overview
Location
Toronto, Ontario
Job Type
Full-time
Category
Operations
Date Posted
April 15, 2026
Full Job Description
đź“‹ Description
- • Operations Associate (Legal & Compliance) at Jerry Technologies Inc. is a high-impact role focused on ensuring corporate entity compliance, protecting intellectual property, managing consumer escalations, and driving process improvements through automation and AI—critical to maintaining regulatory excellence and brand integrity in a fast-growing startup.
- • Day-to-day responsibilities include owning entity compliance across the US and Canada, monitoring and enforcing IP rights, investigating consumer escalations, partnering with Engineering and Product teams to resolve compliance risks, leading compliance audits, and building automated workflows using AI and low-code tools to replace manual legal processes.
- • Jerry Technologies Inc. is a Forbes Top Startup Employer with $240M in funding and 60x revenue growth in five years, backed by serial entrepreneurs from Amazon, LinkedIn, McKinsey, and more, operating as a meritocracy where performance and ownership drive advancement.
- • The role offers the opportunity to sit at the intersection of law, technology, and AI-driven efficiency, enabling the candidate to develop expertise in compliance automation, cross-functional problem-solving, and scalable legal operations while contributing to a revolutionary super app used by over 5 million customers.
Skills & Technologies
About Jerry Technologies Inc.
Jerry Technologies offers a mobile-first AI platform that automatically compares insurance quotes, refinances auto loans, and shops for home and renters coverage. Users submit photos of existing policies, and the app retrieves and compares rates from carriers to find lower premiums or better terms. The company earns commissions from insurers when policies are switched or originated through its platform, serving consumers seeking to reduce recurring auto and home expenses without manual comparison shopping.
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