
Job Overview
Location
Toronto, Ontario
Job Type
Full-time
Category
Operations
Date Posted
May 4, 2026
Full Job Description
đź“‹ Description
- • As an Operations Associate on the legal and compliance team at Jerry Technologies, you will play a critical role in ensuring regulatory adherence, protecting intellectual property, and driving operational excellence in a fast-growing startup environment.
- • Your day-to-day responsibilities will include owning entity compliance across the US and Canada, monitoring and addressing intellectual property infringements, investigating consumer escalations, leading compliance audits, and partnering with engineering and product teams to improve processes and reduce risk.
- • You will join a lean, high-impact legal team within a mission-driven company backed by $240M in funding and recognized as a Forbes Top Startup Employer, where mentorship from industry leaders and a meritocratic culture accelerate professional growth.
- • In this role, you will develop expertise in compliance automation, AI-driven workflow optimization, and cross-functional problem-solving, positioning yourself as a strategic operator at the intersection of law, technology, and scalable systems.
🎯 Requirements
- • Bachelor’s degree from an academically rigorous program with demonstrated high performance
- • Proven track record of extreme resourcefulness and a driver mindset — able to find answers independently and close loops without prompting
- • Interest in using AI or technology to optimize workflows, with preference for automated tools over manual processes
- • Impeccable attention to detail and a zero-error mentality in regulatory filings and compliance audits
- • Ability to thrive in high-performance, ambiguous environments with urgency, ownership, and results-driven focus
🏖️ Benefits
- • Comprehensive benefits package including health, dental, and vision coverage
- • Paid time off and paid parental leave
- • 401(K) plan with employer matching
- • Wellness benefits and equity opportunities as part of total rewards
- • Opportunity to work with serial entrepreneurs and leaders from companies like Amazon, LinkedIn, and McKinsey
Skills & Technologies
About Jerry Technologies, Inc.
Jerry is a technology company focused on simplifying and personalizing the car ownership experience. They offer a mobile app that acts as a digital assistant for car owners, providing services such as insurance comparison and purchasing, maintenance scheduling, roadside assistance, and parking assistance. Jerry aims to reduce the stress and cost associated with owning a vehicle by leveraging AI and data analytics to offer tailored solutions and competitive pricing. Their platform connects users with a network of service providers and insurance carriers, streamlining the entire car ownership lifecycle.
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