Jobs in Canada

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Added 14 mins ago
CM
Administrative and Youth Facilitator (Youth Wellness Hubs Ontario, Wellington-Guelph)
Canadian Mental Health Association
Guelph, ON · Fergus, ON
- Full-time
- This is a contract full-time opportunity to November 26, 2027 to fill an existing vacancy (35 hours per week Monday to Friday 11am to 7pm with occasional Saturdays as needed) based at 737…
Added 29 mins ago
RS
RT2 Technician
Rockwood Service Corporation
Rocky View No 44, AB · Rocky View County, AB
- Full-time
This is a regular, full-time opportunity for qualified technicians looking to work in a dynamic industrial environment with opportunities for ongoing training, professional development, and…
Added 29 mins ago
RS
Level 3 Rope Access Technicians
Rockwood Service Corporation
Rocky View No 44, AB · Rocky View County, AB
- Full-time
Standard First Aid Certification required
Added 29 mins ago
7S
Culinary Production
7 Summits Snacks
AB · Edmonton, AB
- Part-time
Support deliveries and distribution as needed, ensuring products arrive on time and in full.
Added 44 mins ago
CN
Aviation Stores Agent
Canadian North
Edmonton, AB
- Full-time
Must have experience with shipping, receiving and customs procedures within a parts department or materials environment; · Must possess a valid driver’s license;
Added 59 mins ago
H
Senior Manager / Director – Building Science
Hays
Vaughan, ON
- Full-time
Working arrangement: 3 days in office, 2 WFH, half days on Friday
Added 59 mins ago
WG
Inside Sales Representative (Edmonton, AB)
Wolseley Group
AB · Edmonton South Side
- Full-time
Benefits eligibility varies based on employment status and contract length. Full-time permanent positions are eligible for the full benefits package. Fixed-term contract positions may be…
Added 1 hour ago
P
Diesel Truck Technician/Mechanic II (3rd-5th Year Apprentice Program)
Penske
Toronto, ON · Etobicoke, ON
- Full-time
Vacation time + 11 paid statutory holidays + paid sick days
Added 1 hour ago
EP
Account Executive
Emerald Plastics Inc.
SK · Saskatchewan, Canada
- Full-time
Coordinate with production and logistics on lead times, minimum order quantities and cross-border delivery · Cross-border (Canada–U.S.) sales or logistics experience
Added 1 hour ago
CO
Heavy Equipment Operator - Asphalt (2 FT Permanent Vacancies)
City of Burlington
Operations Centre-Main Building (RPF)
- Full-time
We don't just spend time attracting the best talent. We spend time and resources to keep the best talent. This may include: flexible working hours, mobile and hybrid working arrangements, a…
Added 1 hour ago
Sales Representative - Facility Services
Cintas
Toronto, ON
Extensive Car Package: A monthly car allowance/reimbursement, insurance, gas, and maintenance on your personal car.
Added 1 hour ago
AF
Sourcing Commodity Manager
Armstrong Fluid Technology
Toronto, ON
- Full-time
Comprehensive Benefits: Access to a full employee benefits package.
Added 2 hours ago
CO
Sponsorship Program - Police Officers
City of Saint John
Saint John, NB
- Full-time
Possess a valid unrestricted driver’s license
Added 2 hours ago
FC
CAN Driver
FedEx Canada
Belleville, ON
- Part-time
** MUST be Available to work SATURDAYS & SUNDAYS**Must Have a Full Valid Class G License
Added 2 hours ago
ZA
Licensed Technician - Milton Volkswagen (26264)
Zanchin Automotive Group
Milton, ON
- Full-time
…fostered with enthusiasm, integrity, and respect. Now is the time to be part of a Team that encourages progressive and entrepreneurial styles and drives performance through winning…
Added 2 hours ago
ZA
Licensed 310S Automotive Technician - Jaguar Land Rover Brampton - 26345
Zanchin Automotive Group
Brampton, ON
- Full-time
…fostered with enthusiasm, integrity, and respect. Now is the time to be part of a Team that encourages progressive and entrepreneurial styles and drives performance through winning…
Added 2 hours ago
ZA
Vehicle Jockey - JLR Brampton - 25069
Zanchin Automotive Group
Brampton, ON
- Full-time
…fostered with enthusiasm, integrity, and respect. Now is the time to be part of a Team that encourages progressive and entrepreneurial styles and drives performance through winning…
Added 2 hours ago
FC
Casual Courier-1
FedEx Canada
Brantford, ON
- Part-time
Must possess a valid driver’s license and have a good driving record
Added 2 hours ago
ZA
Lot Attendant/Car Wash - Milton Volkswagen - 26344
Zanchin Automotive Group
Milton, ON
- Full-time
…fostered with enthusiasm, integrity, and respect. Now is the time to be part of a Team that encourages progressive and entrepreneurial styles, and drives performance through winning…
Added 3 hours ago
S
Mental Health and Addictions Support Worker
Sanya’k̓ula
Coquitlam, BC
- Full-time
Assist clients with daily living activities including time management, organization and interpersonal communication. Escort clients to medical, dental and social appointments and act as a…
Added 3 hours ago
LM
SITE COSTING CLERK - NAPANEE/BELLEVILLE
Laframboise Mechanical Electrical Ltd
Greater Napanee, ON · Napanee, ON
- Contract
Growth and Development: We offer opportunities for professional growth and development, helping you reach your full potential.
Added 3 hours ago
Registered Practical Nurse - Clinic Care (Evening Shift)
Bayshore
Belleville, ON
Must have a valid driver’s license and reliable vehicle
Added 4 hours ago
GL
Financial Service Representative
goeasy Ltd.
Williams Lake, BC
- Full-time
Join easyfinancial, the consumer lending driver behind goeasy’s rapid growth. At goeasy, our people and culture are at the heart of everything we do, and we’re proud to be recognized for…
Added 4 hours ago
SWAN Nurse
Bayshore
Waterloo, ON
Must have a valid driver’s license and reliable vehicle
Added 4 hours ago
KL
Finance Coordinator (Treasury)
Kawartha Lakes
Kawartha Lakes, ON · Lindsay, ON
- Full-time
Analyze data, research and forecast trends that may impact future costs; ensuring full entitlements from funding sources

Jerry.ai

Operations Associate (Legal & Compliance)

Remote, Canada

Remote

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

Apply on jobs.ashbyhq.com About employer

Applications open in a new tab.

Job details

Pay: $65,000 to $80,000 CAD / year
Job type: Full-time
Workplace: Remote
Remote eligibility: Canada listed. Check the posting for province restrictions.
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.

Apply on jobs.ashbyhq.com About employer

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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Work requirements

Jobs in Canada