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Added 12 mins ago
J
Operations Associate (Legal & Compliance)
Jerry.ai
Remote, Canada
- $65,000 to $80,000 CAD / year
- Full-time
- Remote
…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…
Added 27 mins ago
C
Operations Management Associate - Food Manufacturing
Cargill
London, ON
- Full-time
Your time at a Beef or Value Added Facility will keep you focused and on your toes, as our Operations Associates find themselves in different temperatures depending on the rotation or task.…
Added 57 mins ago
W
(CAN) Préposé au stockage et aux chariots
Walmart
Quebec, QC
- Part-time
…storage locations using approved procedures. Through friendly customer interactions and a strong focus on safety, this role supports smooth store operations while building valuable skills…
Added 57 mins ago
W
(CAN) Overnight Associate
Walmart
Vaughan, ON
- Part-time
To provide customer service by completing assigned tasks relating to receiving and the flow of merchandise through to the sales floor. This will be accomplished by unloading trailers,…
Added 57 mins ago
W
(CAN) Overnight Associate
Walmart
Thornhill, ON
- Part-time
To provide customer service by completing assigned tasks relating to receiving and the flow of merchandise through to the sales floor. This will be accomplished by unloading trailers,…
Added 57 mins ago
W
(CAN) Health and Beauty Team Lead
Walmart
Red Deer, AB
- Full-time
…associates through teaching and training. Ensure a high level of customer service while ensuring task…
Added 57 mins ago
W
(CAN) Préposé au traitement des commandes OMNI
Walmart
Hull, QC
- Part-time
Working as an OMNI Customer Fulfillment Associate at Walmart Canada is a great opportunity to build valuable skills in a fast‑paced retail environment. In this role, you pick, pack, and…
Added 57 mins ago
W
Stock Unloader Associate
Walmart
Ottawa, ON
- Part-time
Working as a Stock Unloader Associate at Walmart Canada is an excellent opportunity to build hands‑on experience in a fast‑paced retail environment. In this role, you play a key part in…
Added 57 mins ago
W
(CAN) Stocking 1 Team Associate
Walmart
Woodstock, NB
- Part-time
To provide customer service by completing assigned stocking activities. This will be accomplished by accurately stocking picks and new merchandise all in a safe and clean environment. This…
Added 57 mins ago
KS
Temporary Associate
kate spade new york
Mississauga, ON · Toronto, ON · Ksny Toronto Asc
- Part-time
The Sales Support Associate ensures an organized, efficient, and customer-ready store by managing deliveries, maintaining accurate stock, and supporting daily floor replenishment and…
Added 1 hour ago
Harvey's Wants You!
Recipe Unlimited
New Minas, NS
…and every time. We genuinely care about each Guest and every…
Added 1 hour ago
SL
Sales Associate, Softgoods (Seasonal, Part-Time)
Sporting Life Group
Burlington, ON
- Part-time
As a Sales Associate, you will help customers embrace the sporting life by connecting them with gear that fits both their performance goals and personal style. Through active listening,…
Added 1 hour ago
JS
Part-Time Sales Associate
JD Sports / Livestock / Size?
Laval, QC
- Part-time
…will have the exciting opportunity to not only improve your operations skills, but also expand your knowledge and stock experience in the retail industry. As a Back of House Coordinator,…
Added 1 hour ago
Store Associate
Sherwin-Williams
Calgary, AB
…Store Associates are also expected to promptly resolve any customer concerns and ensure maximum client satisfaction as well as stay up-to-date with product features and maintain the high…
Added 1 hour ago
SI
Sales Associate
SNDL Inc.
Alexis Whitecourt 232, AB · ACE Liquor Discounter Gateway Plaza
- Part-time
We’re looking for a motivated and dependable Sales Associate to join our team. If you bring a positive attitude and a willingness to learn, we’ll provide the training you need to succeed.…
Added 1 hour ago
Store Associate
Sherwin-Williams
Red Deer, AB
…Store Associates are also expected to promptly resolve any customer concerns and ensure maximum client satisfaction as well as stay up-to-date with product features and maintain the high…
Added 1 hour ago
Store Associate
Sherwin-Williams
Abbotsford, BC
…Store Associates are also expected to promptly resolve any customer concerns and ensure maximum client satisfaction as well as stay up-to-date with product features and maintain the high…
Added 1 hour ago
TT
Sales Associate
The TJX Companies, Inc.
Westbank, BC
- Part-time
Support for you and your family through our Associate and Family Assistance programs, offering helpful resources and services to enhance your well-being.
Added 1 hour ago
SD
Regulated Pharmacy Technician, Hourly Full Time Flexible Shifts
Shoppers Drug Mart
Embrun, ON
- Full-time
Join a locally owned and operated store to help deliver health, beauty and convenience services in your community, and keep the customer at the centre of everything you do.
Added 1 hour ago
SD
Pharmacy Assistant, Hourly Part Time Day Greenlight Requisition
Shoppers Drug Mart
Thunder Bay, ON
- Part-time
Join a locally owned and operated store to help deliver health, beauty and convenience services in your community, and keep the customer at the centre of everything you do.
Added 1 hour ago
SD
Pharmacy Assistant, Hourly Full Time Day
Shoppers Drug Mart
Vernon, BC
- Full-time
Join a locally owned and operated store to help deliver health, beauty and convenience services in your community, and keep the customer at the centre of everything you do.
Added 1 hour ago
SD
Regulated Pharmacy Technician, Hourly Full Time Day
Shoppers Drug Mart
Vernon, BC
- Full-time
Join a locally owned and operated store to help deliver health, beauty and convenience services in your community, and keep the customer at the centre of everything you do.
Added 1 hour ago
MG
Sales Associate-Keyholder
Mind Games USA
Sudbury, ON · Greater Sudbury, ON
- Part-time
In this role, you will deliver exceptional customer service, support daily store operations, and take responsibility for opening and closing procedures as required. The ideal candidate is…
Added 1 hour ago
WC
(CAN) Digital Fulfillment Team Lead
Walmart Canada
Williams Lake, BC
- Full-time
…associates through teaching and training . Ensures a high level of customer service while ensuring task…
Added 1 hour ago
WC
(CAN) Stocking 1 Team Associate
Walmart Canada
Ottawa, ON
- Contract
Position Summary...To provide customer service by completing assigned stocking activities. This will be accomplished by accurately stocking picks and new merchandise all in a safe and clean…

Jerry.ai

Operations Associate (Legal & Compliance)

Remote, Canada

Remote

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

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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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