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Added 4 mins ago
DL
Law Firm Office Manager
DIMIC LAW
Calgary, AB
- Contract
Conduct operational/KPI one-to-ones with associate lawyers, including follow-up on agreed metrics, without supervising legal judgment or substantive legal work.
Added 4 mins ago
HI
Country Manager, Canada
Hollister Incorporated
Aurora, ON
- Full-time
…profitability. The Country Manager is responsible for all sales, marketing, legal, finance, administration and related functions for Hollister Limited, Canada. The Country Manager…
Added 4 mins ago
C
Associate Financial Advisor
CIBC
Prince George, BC
- Full-time
…you’ll make a meaningful difference in our clients' lives. As an Associate Financial Advisor, you’ll form a deep understanding of your personal and small business clients’ needs as you…
Added 4 mins ago
C
Associate Financial Advisor
CIBC
Victoria, BC
- Full-time
…you’ll make a meaningful difference in our clients' lives. As an Associate Financial Advisor, you’ll form a deep understanding of your personal and small business clients’ needs as you…
Added 19 mins ago
W
Senior Analyst, Site Merchandising
Walmart
Mississauga, ON
- Full-time
The Senior Analyst partners with internal teams, such as merchandising, marketing, and SEO, to improve processes and identify opportunities. Effective communication and interaction with…
Added 19 mins ago
SC
Sales Associate - Part Time - Daytime Availability
Staples Canada
Okotoks, AB
- Part-time
Handle transactions using the Point of Sale (POS) system, including shipping transactions and marketing tools to convert customers.
Added 19 mins ago
Product Specialist (QC) - 12 month contract
CAA Club Group
Quebec, QC
At CCG, we are committed to delivering exceptional Associate experience. We offer:
Added 34 mins ago
DG
Principal, Corporate Restructuring
Doane Grant Thornton LLP
Toronto, ON
- Full-time
…working collaboratively with senior leadership, partners, and marketing professionals to target and build relationships with client…
Added 34 mins ago
A
Bilingual Sales Associate, Apartments.com - Montréal, Québec
Apartments.com
Montreal, QC
- Full-time
As an Apartments.com Sales Associate, you will be part of a dynamic team that operates as a strategic digital marketing partner to the Multifamily industry. Through engaging sales…
Added 34 mins ago
WC
Senior Analyst, Site Merchandising
Walmart Canada
Mississauga, ON
- Full-time
…Analyst partners with internal teams, such as merchandising, marketing, and SEO, to improve processes and identify opportunities. Effective communication and interaction with leaders across…
Added 1 hour ago
SD
Spécialiste Beauté, rémunéré(e) à l’heure temps partiel Quarts de travail flexibles Embauche feu vert
Shoppers Drug Mart
St.-Jean-Chrysostome, QC
- Part-time
Promouvoir les produits par l’intermédiaire du marketing et encourager l’utilisation du programme PC Optimum.
Added 1 hour ago
SD
Gérant(e) Beauté, salarié(e) – SDMR temps plein jour Embauche feu vert
Shoppers Drug Mart
St.-Jean-Chrysostome, QC
- Full-time
Promouvoir les produits par l’intermédiaire du marketing et encourager l’utilisation du programme PC Optimum.
Added 1 hour ago
C
Client Relations Associate
Convertiqq
Vancouver, BC
- $3,575 to $4,295 CAD / month
- Full-time
As a Client Relations Associate, you'll become an important part of the customer experience, helping create meaningful interactions while developing valuable communication,…
Added 1 hour ago
MR
LG Promoters - InStore Sales Rep
Match Retail
Victoria, BC
- $51,000 to $53,000 CAD / year
- Full-time
…consumers to the point where the sale is handed off to a store associate to complete, while also offering training advice to store associates, and assisting existing consumers with any…
Added 1 hour ago
J
Associate Counsel (Remote)
Jerry.ai
Remote, Canada
- $105,000 to $150,000 USD / year
- Full-time
- Remote
…regulatory, consumer protection, and product questions. As our Associate Counsel, you’ll report directly to our Legal Counsel and work with teams across Jerry to turn complex legal issues…
Added 2 hours ago
SHIFT LEADER - ORFUS OUTLET
Kitchen Stuff Plus
Toronto, ON
Maintain knowledge of product selection, location, features and benefits, and in-store promotions and marketing initiatives
Added 2 hours ago
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Personal Banking Associate
BMO
Toronto, ON
- Full-time
Probes to understand customer personal banking and credit card needs and integrates marketing promotions and programs into customer conversations to provide strategic advice.
Added 2 hours ago
SI
Sales Associate
Staples Inc.
Kawartha Lakes, ON · Lindsay, ON
- Part-time
Handle transactions using the Point of Sale (POS) system, including shipping transactions and marketing tools to convert customers.
Added 2 hours ago
OR
Bilingual Wireless Sales Associate - Grand Falls
OSL Retail Services Inc
Grand Falls, NB
- Other
Bilingual Wireless Sales Associate | [Full-Time/Part-Time]
Added 2 hours ago
OR
Wireless Sales Associate - Digby
OSL Retail Services Inc
Digby, NS
- Other
Wireless Sales Associate | [Full-Time/Part-Time]
Added 2 hours ago
SD
Beauty Specialist, Hourly Part Time Flexible Shifts
Shoppers Drug Mart
Thunder Bay, ON
- Part-time
Promotes products through marketing and encourages use of the PC Optimum program
Added 3 hours ago
DI
AVP, Broker Marketing
Definity Insurance Company
Toronto, ON
- Full-time
As Associate Vice President, Definity Insurance Brand & Broker Marketing, you will lead the strategy and execution of initiatives that elevate the Definity brand, strengthen broker…
Added 3 hours ago
SI
Sales Associate
Staples Inc.
Strathroy-Caradoc, ON
- Part-time
Handle transactions using the Point of Sale (POS) system, including shipping transactions and marketing tools to convert customers.
Added 3 hours ago
T
Associate Product Manager - Residential Locks
Taymor
Delta, BC
- $70,000 to $80,000 CAD / year
- Full-time
Added 3 hours ago
B
Personal Banking Associate
BMO
Montreal, QC
- Full-time
Probes to understand customer personal banking and credit card needs and integrates marketing promotions and programs into customer conversations to provide strategic advice.

Jerry.ai

Associate Counsel (Remote)

Remote, Canada

Remote

$105,000 to $150,000 USD / year · Full-time

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Job details

Pay: $105,000 to $150,000 USD / year
Job type: Full-time
Workplace: Remote
Experience: 2+ years of relevant legal experience at a law firm and/or in-house, including substantive experience drafting, reviewing, or negotiating commercial agreements.
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.

Operating across the U.S. and Canada brings a steady flow of commercial, regulatory, consumer protection, and product questions. As our Associate Counsel, you’ll report directly to our Legal Counsel and work with teams across Jerry to turn complex legal issues into practical that help the business move forward.

This role is designed for a lawyer with law firm and/or in-house experience who wants broad responsibility in a growing technology company. You’ll draft and negotiate agreements, advise on product and compliance questions, and drive assigned matters from initial assessment through resolution. You’ll develop your own recommendations and manage day-to-day execution, bringing significant decisions and novel or higher-risk issues to our Legal Counsel.

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

Substantive ownership: You’ll manage matters, work directly with business partners, and bring a clear point of view. You’ll need to distinguish the issues that matter from those that can be resolved pragmatically.
Broad exposure: Your work will span contracts, product launches, insurance and consumer regulation, privacy, and disputes. You don’t need to arrive as an expert in every area, but you should enjoy learning unfamiliar subjects and applying sound judgment.
A small team with a hands-on approach: Our legal team is two people today. You’ll work closely with our cofounder and executives on legal issues that shape business decisions, organize your own matters, follow through on implementation, and help with operational details when needed.
Technology as part of the work: We use AI and automation to improve research, drafting, and legal processes. You’ll be expected to use these tools thoughtfully, verify their output, and take responsibility for the quality of your work.
Growth that tracks results: You’ll work with teammates from companies like Nvidia, Amazon, McKinsey, Bain, and BCG. Promotion is based on performance alone, so strong work moves you forward fast.

What You’ll Own

Commercial agreements: Draft, review, and negotiate agreements with carriers, business partners, and vendors. Identify material risks, propose practical terms, and manage negotiations and internal coordination through execution.
Product and regulatory advice: Research federal and state insurance, consumer protection, privacy, and other requirements. Translate your analysis into clear recommendations on new products, customer flows, disclosures, consent, marketing, and operational processes.
Consumer escalations and regulatory matters: Investigate complex complaints and regulatory inquiries, identify relevant facts and legal issues, and prepare proposed responses. Work with Legal and business teams to resolve matters and address recurring causes.
Compliance and risk management: Help design policies, procedures, training, and controls. Review audit findings, identify issues requiring legal judgment, and work with operational owners to implement and track corrective actions.
Licensing and corporate matters: Address substantive questions arising from entity maintenance, licensing, appointments, and business expansion. Work with colleagues handling recurring compliance operations and escalate material risks.
Emerging issues and legal processes: Take on new legal questions as Jerry launches products and enters partnerships. Improve templates, guidance, and workflows so the team can deliver consistent advice efficiently.

Who You Are

Practical and Thoughtful: You develop a recommendation, explain your reasoning clearly, and balance legal risk with business objectives.
An Accountable Owner: You keep matters moving, manage deadlines, and follow issues through implementation. You investigate independently and recognize when to seek input or escalate.
A Clear Communicator: You write concisely, give useful status updates without being chased, flag blockers early, and make the next step clear.
A Zero-Error Operator: You review every contract and filing with total precision, down to defined terms, dates, and cross-references.

What You’ll Bring

A JD or LLM, with a record of high academic performance.
Admission to practice in at least one U.S. state or in Ontario, in good standing.
2+ years of relevant legal experience at a law firm and/or in-house, including substantive experience drafting, reviewing, or negotiating commercial agreements.
Strong legal research, analysis, and writing skills, with the ability to develop practical recommendations on unfamiliar issues.
Experience managing multiple matters and working with business stakeholders to resolve them.
Experience with U.S. legal matters and regulated businesses, insurance, fintech, consumer protection, or privacy is a plus.

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

The Associate Counsel will draft and negotiate commercial agreements while providing legal advice on product launches, regulatory compliance, and consumer protection matters. They will also manage legal escalations, support corporate licensing, and help design internal policies to mitigate business risk.

Requirements

Candidates must hold a JD or LLM degree and be admitted to practice in at least one U.S. state or Ontario, Canada. A minimum of 2 years of relevant legal experience at a law firm or in-house is required, with strong skills in contract negotiation and legal analysis.

Skills

Contract drafting
Contract negotiation
Regulatory compliance
Legal research
Consumer protection
Privacy law
Insurance law
Risk management
Corporate governance
Legal analysis
Stakeholder management
Policy development
Licensing
Dispute resolution
AI-assisted drafting
Legal writing

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

Associate Counsel
Legal
Commercial Agreements
Regulatory Compliance
Insurance
Fintech
Consumer Protection
Privacy
Contract Negotiation
Risk Management
Corporate Law
AI
Automation
Legal Research
Policy Design
Licensing
In-house Counsel
Law Firm
JD
LLM
Compliance
Business Expansion
Entity Maintenance
Legal Operations
Stakeholder Management

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