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Added 9 mins ago
GI
Associate Portfolio Manager
Gold Investment Management Ltd.
AB · Edmonton, AB
- Full-time
Gold Investment Management Ltd. is a boutique portfolio management company located in downtown Edmonton. We are seeking a Portfolio Manager to join our team. We are hoping to fill the role…
Added 9 mins ago
AW
Senior Developer - R&D Tools & Systems
Arctic Wolf
Waterloo, ON
- $75,000 to $246,000 CAD / year
- Full-time
Create and maintain setup guides, architecture diagrams, runbooks, troubleshooting documentation, and internal project tracking.
Added 9 mins ago
F
Conseiller(ère) juridique adjoint(e) de l'entreprise / Associate Corporate Counsel
FlatironDragados
Montreal, QC
- Full-time
Provide training materials and sessions for project contracts working closely with corporate legal management and project leadership.
Added 10 mins ago
TH
Merchandising Associate Part Time (ORLEANS)
The Home Depot
Orleans, ON
- Part-time
Read and interpret directions to ensure merchandise is set to the planogram, project instructions, program service requirements and general service guidelines
Added 10 mins ago
TH
Merchandising Execution Associate Part Time - 7160 North Bay
The Home Depot
North Bay, ON
- Part-time
Read and interpret directions to ensure merchandise is set to the planogram, project instructions, program service requirements and general service guidelines
Added 10 mins ago
A
Substation Designer
AtkinsRéalis
Toronto, ON
- Full-time
…engineering practices, policies and procedures and maintain complete project documentation with respect to all design…
Added 24 mins ago
MP
Senior Security Analyst
Municipal Property Assessment Corporation
Pickering, ON
- Full-time
Experience with Cloud Security Posture Management (CSPM) platforms such as Wiz, Prisma Cloud, Lacework or Orca, and implementing Zero Trust architecture principles in cloud environments.
Added 24 mins ago
R
Associate Director - Operational Excellence - Client Lifecycle Management (CLM)
RBC
Toronto, ON
- Full-time
The Operational Excellence Associate Director drives execution of audit remediation activities and operational excellence initiatives within the Client Lifecycle Management pillar. This…
Added 24 mins ago
SI
Buyer
Snackruptors Inc
Canada
- Other
The associate’s primary functions and responsibilities are as follows:
Added 24 mins ago
RB
Associate Director - Operational Excellence - Client Lifecycle Management (CLM)
Royal Bank of Canada
Toronto, ON
- Full-time
The Operational Excellence Associate Director drives execution of audit remediation activities and operational excellence initiatives within the Client Lifecycle Management pillar. This…
Added 24 mins ago
A
Clinical Research Associate II
AbbVie
Toronto, ON
- $81,000 to $131,000 CAD / year
- Full-time
…ensuring successful protocol level execution of Clinical Site Management deliverables involving start-up, execution, and close-out of…
Added 24 mins ago
A
Clinical Research Associate II
AbbVie
Vancouver, BC
- $81,000 to $131,000 CAD / year
- Full-time
…ensuring successful protocol level execution of Clinical Site Management deliverables involving start-up, execution, and close-out of…
Added 24 mins ago
A
Specialist, Country Study Start Up
AbbVie
Montreal, QC
- Full-time
…/ Clinical Operations Manager (COM), ASUL and Clinical Site Management (CSM) Lead, Contract Manager, Contract Management Specialist (CMS) /Regulatory…
Added 39 mins ago
R|
Research Associate
RI-MUHC | Research Institute of the MUHC | #rimuhc
Montreal, QC
- Full-time
Work Experience: Minimum of 2 years of work experience and project management
Added 40 mins ago
PC
Client Relationship Manager - Group Retirement
PACE Consulting Benefits & Pensions Ltd.
Toronto, ON
- Full-time
Strong project management/organizational skills
Added 40 mins ago
SL
ServiceNow Associate Software Engineer
Sun Life
Toronto, ON · Waterloo, ON · Sun Life Waterloo King
- Full-time
As a ServiceNow Associate Software Engineer in our Corporate IT division, you'll be at the heart of designing, developing, and supporting business-critical applications that power Sun…
Added 40 mins ago
MU
Associate Director of Administration
McGill University
Glen · MUHC-GLEN
- Full-time
The Associate Director of Administration provides expertise and ensures the effective coordination of the financial, academic, and administrative needs, as well as program development and…
Added 54 mins ago
W
Senior Analyst, Walmart Services
Walmart
Mississauga, ON
- Full-time
The Senior Analyst, Campaign Management is responsible for the end-to-end management of Digital Flyer campaigns, overseeing the full campaign lifecycle. As the subject matter expert for…
Added 1 hour ago
AF
Branch Manager - Office 1705
Attain Finance
North Vancouver, BC
- Full-time
Community Impact: Demonstrated ability to make a positive difference in the community by assisting others, whether through customer service, project management, or team support.
Added 1 hour ago
J
Legal Operations Associate (Remote)
Jerry.ai
Remote, Canada
- $65,000 to $80,000 USD / year
- Full-time
- Remote
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.
Added 1 hour ago
MD
State Prog Admin Coordinator- Information Technology Solutions Manager
Minnesota Direct Care and Treatment
Saint-Paul, NB · St.-Paul, NB
- Full-time
Coordinate technology-related communication, training, and change-management activities.
Added 1 hour ago
NR
Financial & Special Projects Consultant
Niagara Region
ON · Niagara, ON
- Full-time
Reporting to the Associate Director Reporting & Analysis, the Financial & Special Projects Consultant is responsible for providing quality business, financial and strategic analysis and…
Added 1 hour ago
MH
Program Specialist
Mackenzie Health
Vaughan, ON
- $41.04 to $47.08 CAD / hour
- Full-time
…processes, referral pathways, and access performance. The role leads project implementation, develops education and training resources, supports change management, and contributes to system…
Added 1 hour ago
JI
Project Sales Associate
J.D. Irving, Limited
Moncton, NB
- Full-time
Project Centre Sales Representatives are sales professionals that partner with customers to fully understand their needs and assist in planning construction and renovation projects. As…
Added 2 hours ago
PC
ERP Risk, Controls & Security Solutions Manager
PwC Canada
Toronto, ON · Greater Toronto Area, Canada
- Full-time
Implementation support including project management and governance;

Jerry.ai

Legal Operations Associate (Remote)

Remote, Canada

Remote

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

Apply About employer

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Job details

Pay: $65,000 to $80,000 USD / year
Job type: Full-time
Workplace: Remote
Posting language: English
Posted: Nov 4, 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 About employer

More about this job

Responsibilities

You will manage legal and compliance operations, including entity maintenance, audits, and consumer escalations. Additionally, you will leverage AI and low-code tools to automate manual legal processes 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 in legal operations, compliance, or audit environments is preferred, along with hands-on experience using technology to improve workflows.

Skills

Legal operations
Compliance
Audit management
Regulatory compliance
Process automation
Low-code tools
AI tools
Contract management
Data analysis
Project management
Problem solving
Communication
Risk assessment
Entity maintenance
Consumer escalations
Legal research

Benefits

Health insurance
Dental insurance
Vision insurance
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
Audit
AI
Low-code
Automation
Regulatory
Entity maintenance
Privacy
TCPA
Marketing compliance
Contract renewals
Fintech
Insurtech
Startup
Project management
Risk management
Data integrity
Process optimization
Workflow design

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