Jobs in Canada

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Added 2 hours ago
GR
Maintenance Technician
Goldbeck Recruiting
Abbotsford, BC
- Full-time
Fulfill ‘General Duties of Workers’ as set out in the Workers Compensation Act (WCA) and Occupational Health & Safety (OHS) Regulations
Added 2 hours ago
BL
Machine Operator
Big League Food Company
Mississauga, ON
- $18 to $20 CAD / hour
- Full-time
We are seeking a motivated, hands-on Machine Operator to join our team full-time and support daily production operations.This roles is ideal for reliable, energetic individuals who thrive…
Added 2 hours ago
C
Carpenter Apprentice
Centron
AB · Calgary, Alberta
- Full-time
Added 2 hours ago
DL
Setup Operator (Die Change/Press Operator)
DBG Limited
Mississauga, ON
- $22 to $25 CAD / hour
- Full-time
We are hiring a Setup Operator (Die Change) to support press operations in a fast-paced metal stamping environment in Mississauga. You will be responsible for setting up, adjusting, and…
Added 3 hours ago
C
CNC Machine Operator - Precision Equipment
CyberCoders
Chatham, NB
- $30 to $32 CAD / hour
- Contract
A well-established global manufacturer is seeking a CNC Machine Operator to join its growing team in Blenheim, Ontario. This is an excellent opportunity for a machinist who enjoys working…
Added 3 hours ago
NF
Packaging Operator (Burnaby, Night Shift)
Natural Factors
Burnaby, BC
- Full-time
Join our team as a Packaging Operator and play an important role in getting high-quality finished products ready for our customers. You’ll work on semi-automated packaging lines in a…
Added 3 hours ago
CO
Journeyperson Heavy Equipment Technicians (3rd year Truck and Transport Apprentices, or 4th year Heavy Equipment Apprentices will be considered)
City of Edmonton
AB · Edmonton, AB
- Full-time
Follow approved methods and techniques as set out in the manufacturer's manual and shop and engineering instructions
Added 3 hours ago
TS
Early Childhood Assistant
The Salvation Army in Canada
Toronto, ON
- Part-time
The performance of the job requires frequently lifting/moving equipment and children, room set-up, moderate amount of teaching, etc.
Added 3 hours ago
Packaging Associate
Organigram
Aylmer, ON
● “Half Continental” rotating shift schedule (Days ONLY): 4 days one week, 3 days the following weeK
Added 3 hours ago
Packaging Operator (Burnaby, Night Shift)
Factors Group of Nutritional Companies
Burnaby, BC
Join our team as a Packaging Operator and play an important role in getting high-quality finished products ready for our customers. You’ll work on semi-automated packaging lines in a…
Added 4 hours ago
TS
Early Childhood Assistant - ECA
The Salvation Army in Canada
Toronto, ON
- Full-time
The performance of the job requires frequently lifting/moving equipment and children, room set-up, moderate amount of teaching, etc.
Added 5 hours ago
Journeyperson Heavy Equipment Technicians (3rd year Truck and Transport Apprentices, or 4th year Heavy Equipment Apprentices will be considered)
City of Edmonton
AB
Follow approved methods and techniques as set out in the manufacturer's manual and shop and engineering instructions
Added 6 hours ago
T
Senior Program Manager
Telesat
Ottawa, ON
- Full-time
Quickly assess in-flight programs and set recovery priorities. For new programs, set up the delivery model, requirements baseline, and acceptance framework.
Added 6 hours ago
TS
Early Childhood Assistant
The Salvation Army Canada and Bermuda Territory
Toronto, ON · Scarborough Citadel Community Church & Daycare
- Part-time
The performance of the job requires frequently lifting/moving equipment and children, room set-up, moderate amount of teaching, etc.
Added 6 hours ago
TS
Early Childhood Assistant - ECA
The Salvation Army Canada and Bermuda Territory
Toronto, ON · Scarborough Citadel Community Church & Daycare
- Full-time
The performance of the job requires frequently lifting/moving equipment and children, room set-up, moderate amount of teaching, etc.
Added 6 hours ago
AW
Operations Manager e-Commerce
Advisor Works
Toronto, ON
- Full-time
Must have - You are proficient in using AI tools in day-to-day work and can demonstrate practical results
Added 7 hours ago
Operator
Pembina Pipeline Corporation
Fort St. John, BC
…Transportation, Liquids and Fraction Assets is actively hiring an Operator. Based out of the Fort St. John office and reporting to the Central Area Foreman the Operators are responsible for…
Added 7 hours ago
DD
Business Systems Analyst, ERP
Dominion Dynamics
Canada
- Full-time
…several rollouts over the next year, on a system that has to be set up right from the…
Added 7 hours ago
D
Prepress Operator
DCM
Burlington, ON
- $48,448 to $60,561 CAD / year
- Full-time
As a Prepress Operator, you will be involved with preparing digital files for both lithographic and large-format digital printing processes. This includes managing file setups, ensuring…
Added 7 hours ago
C
CNC Machine Operator - Precision Equipment
CyberCoders
Chatham, NB
- $30 to $32 CAD / hour
- Contract
A well-established global manufacturer is seeking a CNC Machine Operator to join its growing team in Blenheim, Ontario. This is an excellent opportunity for a machinist who enjoys working…
Added 7 hours ago
TA
Warehouse Associate (Afternoon Shift: 11:00AM - 7:30PM)
The Authentic T-Shirt Company® /SanMar Canada
Mississauga, ON
- $20 CAD / hour
- Contract
Cage Operator, checker, packer, shipper and other assigned duties as required
Added 7 hours ago
PH
Project Manager, Interiors and Special Projects - Permanent - 4301
Parker Huggett - A Division of LRO Staffing
Calgary, AB
- Full-time
…The gap between those two shows up around year four, when one operator has three full cycles behind them and the other is two-thirds of the way through a single large ICI…
Added 7 hours ago
PA
Machinist I Weekend Shift-Fri-Sun 5am-5pm (Training Mon-Thurs)
Pursuit Aerospace
ON
- $22 to $24 CAD / hour
- Full-time
Set up and program machine tools for operator use.
Added 7 hours ago
PA
Machinist I Night Shift-Mon-Thurs 4pm-2:30am(Training Dayshift)
Pursuit Aerospace
ON
- $22 to $24 CAD / hour
- Full-time
Set up and program machine tools for operator use.
Added 8 hours ago
J
Legal Operations Associate, Compliance & Automation
Jerry.ai
Remote, Canada
- $65,000 to $80,000 CAD / year
- Full-time
- Remote
…closely with them across the team’s full scope. You’ll own a set of compliance programs for the long term, and you’ll be the first point of contact for teammates who run day-to-day…

Jerry.ai

Legal Operations Associate, Compliance & Automation

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 13, 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, compliance audits, consumer escalations, regulatory changes, and the systems behind them. The team is small, so this role comes with real scope early. You’ll own Jerry’s legal and compliance operations: make sure recurring work is done right, run the programs that need judgment, and keep rebuilding 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 their work 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. You’ll own a set of compliance programs for the long term, and you’ll be the first point of contact for teammates who run day-to-day compliance work.
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, audits, complaint responses, and quality checks 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

Compliance operations: Run, review, and quality-check the recurring compliance work, including entity maintenance, privacy requests, and licensing support.
Marketing compliance and audits: Run TCPA and Do Not Call audits, monitor opt-outs, and keep marketing guidelines current. Check the accuracy of AI-powered audits, and design new audit programs with sampling plans and scoring rubrics.
Consumer escalations: Investigate complex escalations to their root cause, work with Product, Operations, and Engineering on the fix, and turn recurring issues into compliance training for teams across the company.
Regulatory change and readiness: Track regulatory changes, along with issues surfaced by complaints and audits, and see each one through to action. Keep Jerry ready to answer regulator inquiries, carrier audits, and partner diligence quickly.
Legal team support: Support contract renewals, legal research, and product reviews with intake, fact gathering, trackers, and follow-up.
Automation and AI: Replace manual legal tasks with AI and low-code workflows, and own the reliability of every script, report, and AI tool the team depends on.

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 Root-Cause Investigator: You don’t stop at the symptom. You dig into the records, find what actually went wrong, and follow the fix through until it’s done.
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. You also know which calls to make yourself and which to escalate.

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.
Hands-on experience using AI and technology to improve how work gets done, such as a tool, automation, or process you built yourself, and the habit of checking AI output before relying on it.
Experience in compliance, legal operations, audit, or another regulated environment is a plus, but not required.

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 legal and compliance operations, including entity maintenance, audits, and consumer escalations. Additionally, you will implement AI and low-code automation to streamline legal workflows and improve team efficiency.

Requirements

Candidates must hold a Bachelor's degree from an academically rigorous program and demonstrate a track record of project ownership. Experience with AI, automation, or regulated environments is highly valued.

Skills

Legal operations
Compliance
Automation
Low-code tools
AI
Regulatory filings
Audit management
Process optimization
Data analysis
Project management
Contract management
Risk assessment
Communication
Problem solving
Attention to detail

Benefits

Health insurance
Dental coverage
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 Operations
Compliance
Automation
Artificial Intelligence
Low-code
Regulatory Filings
Audit
TCPA
Entity Maintenance
Privacy
Licensing
Consumer Escalations
Contract Renewals
Legal Research
Fintech
Insurtech
Startup
Process Improvement
Data Integrity
Risk Management

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Work requirements

Jobs in Canada