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Added 12 mins ago
LS
Senior Business Process Re-Engineer, Level 3 - Contract - 19629
LRO Staffing
Ottawa, ON
- Contract
The successful candidate will provide expertise in reviewing and redesigning HR business processes, assessing organizational readiness, and supporting the transition from existing HR and…
Added 12 mins ago
I
Senior Product Manager - QuickBooks Workforce Solutions Mid Market
Intuit
Toronto, ON
- Full-time
The ideal candidate is detail-oriented, execution-focused, and curious about payroll, accounting, and money-movement domains. You define clear product requirements and success metrics,…
Added 12 mins ago
S
Structural Engineer (P.eng) – Bridges
SYSTRA
Toronto, ON
- $95,000 to $110,000 CAD / year
- Full-time
SYSTRA Canada is part of the SYSTRA group, an international consulting and engineering group, a world leader in the design of transport infrastructures. SYSTRA Canada is an engineering and…
Added 12 mins ago
L
Interior Architect & Project Manager/Architecte d’intérieur & Gestionnaire de projets
Lodgo
Montreal, QC
- Full-time
Working closely with Logistics and Operations, the candidate will ensure projects meet budgets, timelines, and quality standards, with potential involvement in future construction projects.
Added 28 mins ago
FG
CNC Machinist - Metals
Flynn Group of Companies
Mississauga, ON
- Full-time
…Professionals to ensure a fair and thorough evaluation in determining a candidate’s potential fit for a role they applied…
Added 57 mins ago
FA
Configuration Analyst - Maternity leave
FTAI Aviation
Montreal, QC
- Full-time
Candidate must be bilingual (French and English) written and spoken
Added 57 mins ago
HT
Maintenance Technician
Husky Technologies
Bolton, ON
- Full-time
…diagnosing,troubleshooting, and maintaining complex CNC machinery. The ideal candidate will havein-depth technical knowledge of CNC machine systems, including electrical,…
Added 57 mins ago
PC
HES Specialist – Canada (East Region)
Parkland Corporation
Quebec, QC
- Full-time
Added 1 hour ago
PC
Terminal Operator
Parkland Corporation
Port Hardy, BC
- Full-time
This is a Safety Sensitive position, the successful candidate must be able to pass all pre-employment testing requirements.
Added 1 hour ago
Systems Engineering
BWXT
Peterborough, ON
Reporting to the Systems Engineering Manager, this role entails supporting the technical direction for the overall project and supporting technical interfacing to both internal and external…
Added 2 hours ago
BG
Draughtsman - Civil
Bondada Group
Burlington, ON
- Full-time
…Power and BESS (Battery Energy Storage System) projects. The candidate will be responsible for preparing, modifying, and managing detailed civil engineering drawings and layouts for…
Added 2 hours ago
Q
FY27 Intern - Digital Design Engineering Intern - Canada (16 months)
Qualcomm
Toronto, ON
- Full-time
Interns Group, Interns Group > Interim Engineering Intern - Systems
Added 2 hours ago
J
Sr. Mech and Robotics Tech
JLL
Pitt Meadows, BC
- Full-time
…determined by various considerations including but not limited to candidate qualifications, location, market conditions, and internal…
Added 2 hours ago
WG
Inside Sales Representative (Lloydminster, AB)
Wolseley Group
Lloydminster, SK
- Full-time
Post-secondary education in Business Administration, Civil Engineering Technology, or a related discipline is considered an asset.
Added 2 hours ago
J
CNC Programmer
Jobot
AB · Edmonton, AB
- $35 to $50 CAD / hour
- Full-time
Join a progressive and innovative turnkey provider of manufacturing, assembly and engineering solutions as they grow their team! Great Benefits and Environment!
Added 3 hours ago
Accounts Payable Technician - Freight
PFX Group
Milton, ON
…deep expertise, regional insight, and a shared commitment to engineering…
Added 3 hours ago
NA
Security & Technology Services Manager
New Age Group
Concord, ON
- Full-time
This is a full-time, in-office leadership position based in Concord, Ontario. The successful candidate is expected to work from the office five (5) days per week and be actively involved in…
Added 3 hours ago
NA
Level 1 Security Systems Technician
New Age Group
Concord, ON
- Full-time
The successful candidate will have strong installation skills, excellent attention to detail, and a commitment to workmanship excellence.
Added 3 hours ago
UI
Technician – Automated Warehouse Systems
UAP Inc.
Cambridge, ON
- Full-time
…support high-volume distribution activities. The successful candidate will play a key role in maintaining advanced material handling equipment, troubleshooting technical issues, and driving…
Added 3 hours ago
S&
Senior Instrumentation & Controls Engineer 1 - Nuclear
Sargent & Lundy
Toronto, ON · North York, ON
- Full-time
…This is expanding work in the Instrumentation and Controls Engineering…
Added 3 hours ago
C
Senior Structural Engineer – Infrastructure
CIMA+
Mississauga, ON
- $110,480 to $151,910 CAD / year
- Full-time
Lead structural engineering assignments for municipal water and wastewater treatment plants and related infrastructure.
Added 3 hours ago
J
Legal Researcher (Remote)
Jerry.ai
Remote, Canada
- $80,000 to $110,000 CAD / year
- Full-time
- Remote
Product review: Review features, flows, and processes with Product, Engineering, and Operations, and support translating legal requirements into product decisions.
Added 3 hours ago
J
Operations Associate (Legal & Compliance)
Jerry.ai
Remote, Canada
- $65,000 to $80,000 CAD / year
- Full-time
- Remote
Product compliance reviews: Review products and processes for compliance risk and user friction, then work with Engineering and Product to fix the underlying issue.
Added 4 hours ago
ET
Operations Coordinator - Kamloops, BC
Elevation Technical Services
Kamloops, BC
- Full-time
…support across multiple business functions. The successful candidate will thrive in a fast-paced professional environment, anticipate needs before they arise, and contribute to creating an…
Added 4 hours ago
Software Dev Engineer II, Amazon Marketing Cloud
Amazon
Toronto, ON
…scale a new product this is the right place for you. The ideal candidate will be innovative, have great problem solving, analytical and technical skills. You demonstrate exceptional…

Jerry.ai

Operations Associate (Legal & Compliance)

Remote, Canada

Remote

$65,000 to $80,000 CAD / year · Full-time

Apply About employer

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Job details

Pay: $65,000 to $80,000 CAD / year
Job type: Full-time
Workplace: Remote
Posting language: English
Posted: Nov 2, 2026

Original job description

More than 80% of Americans own a car and see it as a fundamental necessity, yet the experience of owning one is stuck in the 90s. At Jerry.ai, we are building the first app to manage it all. Since launching in 2019, we’ve reached 5M+ customers, raised $240M+, scaled revenue 70X, and achieved profitability in 2024.

Jerry operates across the US and Canada, and our legal team keeps all of it running: entity filings, IP protection, product reviews, consumer escalations, and audits. The team is small, so this role comes with real scope early. You’ll run core legal operations and rebuild them with AI and low-code tools, so a small team can do the work of a much larger one.

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.

Why You Will (Or Won’t) Like Working Here

Real ownership early: You report directly to our Legal Counsel and work closely with them across the team’s full scope. The projects you take on are yours from start to finish.
Room to build: Many of our legal processes are still being optimized. You’ll decide how they should work and build the systems behind them.
Building and operating: Alongside the building, a large share of the job is recurring work: filings, deadlines, and audits that have to be done exactly right, every time. Your accuracy keeps Jerry in good standing in every jurisdiction, and people who enjoy both sides of the role do well here.
Growth that tracks results: You’ll learn from leaders who come from Amazon, Better, LinkedIn, McKinsey, BCG, and Bain. Promotion is based on performance and ownership alone, so strong work moves you forward fast.

What You’ll Own

Automation: Use AI and low-code tools to replace manual legal tasks with workflows that run on their own.
Legal and regulatory projects: Work with our Legal Counsel on legal research, contract reviews, and other substantive projects as new questions come up.
Entity compliance: Keep Jerry’s corporate entities in good standing across the US and Canada, handling annual reports and state requests end to end on your own.
Brand protection: Monitor Jerry’s intellectual property, find infringements, and initiate cease-and-desist workflows.
Consumer escalations: Investigate complex escalations to their root cause, recommend fixes, and turn recurring issues into compliance training for teams across the company.
Product compliance reviews: Review products and processes for compliance risk and user friction, then work with Engineering and Product to fix the underlying issue.
Compliance audits: Lead audits across operations and keep watch on the highest-risk areas between them.

Who You Are

A Closer: You track every open item until it’s done, and you find the answer yourself before asking someone else for it.
A Builder: The second time you do a task by hand, you start working out how to automate the third. You reach for a spreadsheet or a low-code tool before a manual checklist.
A Zero-Error Operator: Regulatory filings and audits leave no room for mistakes, and you work accordingly. You keep your own system so no deadline or cross-functional project slips.
A Proactive Communicator: You provide updates without being chased, flag blockers early, and make sure teammates know what happens next.
Comfortable with ambiguity: You can take an unclear brief, define the problem yourself, and move on it with urgency.

What You’ll Bring

A Bachelor’s degree from an academically rigorous program, with a record of high performance.
A track record of owning projects start to finish and solving problems without being told how, at school, at work, or on your own.
Demonstrated interest in using AI and technology to improve how work gets done, such as a tool, automation, or process you built yourself.

While we appreciate your interest and application, due to the volume of applications we receive, only applicants under consideration will be contacted.

Please note: Jerry.ai is only able to hire full-time salaried employees who currently reside in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada, and full-time hourly employees who currently reside in AZ, FL, GA, NV, NY, NC, TN, TX, UT, or VA. Unfortunately, we cannot accept applications from candidates residing elsewhere at this time.

Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws.

Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai

The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants.

We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits.

About Jerry.ai

Jerry is building the first AI-powered advisor to manage all your physical assets.

Your car, home, and motorcycle aren't just purchases, they're the physical embodiment of the life you've worked hard to build. Yet the experience of owning them is stuck in the 90s. Every step of the journey - buying, insuring, maintaining, repairing, selling - is fragmented, complicated, and expensive.

Imagine having a trusted friend in your pocket who takes care of everything: they find you the right car or home at the right price, lock in the best insurance rate without you lifting a finger, remind you before that service appointment turns into an expensive repair, and help you sell at the best price when the time is right. That friend is Jerry.

We started with car insurance in 2019, became one of the top 3 brokers in the U.S., then added driving insights, diagnostics, and a repair marketplace. We've reached 5M+ customers, raised $240M+, and achieved profitability in 2024. We're now expanding into home, motorcycle, RV, and beyond.

Led by serial entrepreneurs and backed by Y Combinator, our team comprises talented and big-hearted leaders from places like Nvidia, Meta, Amazon, BCG, McKinsey, Bain, and GEICO. Our culture is the #1 reason people join Jerry and stay - we are a small and mighty team of competitive but kind people who think and act like owners, care deeply about the quality and impact of our work, and are relentless in our pursuit of learning and mastery over our craft.

We are proud to consistently rank as one of Y Combinator's Top Companies, Forbes and Statista's Best Startup Employers, and to have received other accolades in fintech and insurtech innovation, workplace culture, and leadership.

We support remote work for most roles, but if you prefer in-person or hybrid, we also have offices in Palo Alto, New York City, Chicago, and Toronto.

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More about this job

Responsibilities

You will manage core legal operations, including entity compliance, brand protection, and regulatory filings, while leveraging AI and low-code tools to automate manual workflows. Additionally, you will conduct legal research, perform contract reviews, and investigate consumer escalations to improve overall compliance and product processes.

Requirements

The role requires a Bachelor's degree from an academically rigorous program and a proven track record of owning projects from start to finish. Candidates must demonstrate strong problem-solving skills, high attention to detail, and a proactive interest in using technology and AI to improve operational efficiency.

Skills

Legal operations
Compliance
Automation
Low-code tools
Legal research
Contract review
Entity compliance
Brand protection
Consumer escalations
Regulatory filings
Project management
Data analysis
Process optimization
Communication
Problem solving
Attention to detail

Benefits

Health insurance
Dental insurance
Vision coverage
Paid time off
Paid parental leave
401(k) plan
RRSP plan
Employer matching
Wellness benefits
Equity grants

Remote locations

Arizona, United States
California, United States
Colorado, United States
Florida, United States
Georgia, United States
Illinois, United States
Massachusetts, United States
North Carolina, United States
New Jersey, United States
Nevada, United States
New York, United States
Oregon, United States
Tennessee, United States
Texas, United States
Utah, United States
Virginia, United States
Ontario, Canada

Remote locations (standardized)

Arizona, United States
California, United States
Colorado, United States
Florida, United States
Georgia, United States
Illinois, United States
Massachusetts, United States
Nevada, United States
New Jersey, United States
New York, New York, United States
North Carolina, United States
Ontario, Canada
Oregon, United States
Tennessee, United States
Texas, United States
Utah, United States
Virginia, United States

Visa sponsorship

Not detected in the job text

Keywords

Legal
Compliance
Operations
Automation
AI
Low-code
Regulatory
Entity filings
Intellectual property
Contract review
Startup
Fintech
Insurtech
Risk management
Audits
Project ownership
Process improvement
Data-driven
Cross-functional collaboration
Corporate governance

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