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People Operations Associate

Job in Toronto, Ontario, C6A, Canada
Listing for: Jerry
Full Time position
Listed on 2026-01-13
Job specializations:
  • Entertainment & Gaming
    Customer Service Rep
Salary/Wage Range or Industry Benchmark: 60000 - 80000 CAD Yearly CAD 60000.00 80000.00 YEAR
Job Description & How to Apply Below

Apply for the People Operations Associate role at Jerry.ai

Your car and home are the two most expensive things you’ll ever own — and the hardest to manage. At Jerry, we’re building the first super app to help everyday Americans take control of both. From insurance and financing to repairs, we’re reimagining what it means to own and maintain your car and home. This is a $5 trillion+ problem and we’re the only company tackling it end‑to‑end.

How

You’ll Make An Impact
  • Work on a mission that matters:
    Help over 90% of Americans reduce financial stress and gain control over their most important assets.
  • Empower our teams:
    Support the end‑to‑end employee lifecycle — from ensuring seamless onboarding to organizing important company events.
  • Accelerate our trajectory:
    With 5 M+ customers, $240 M raised, and 60X revenue growth in 6 years, your work will directly enable us to become a $10 B consumer company by 2030.
What You’ll Own
  • Support our employee journeys:
    From onboarding and managing transitions to ensuring a smooth experience for all employees.
  • Be our culture ambassador:
    Plan, organize, and execute company‑wide and team events—including in‑person and virtual gatherings.
  • Aid our internal communications:
    Draft and distribute newsletters, updates, and other company‑wide communications.
  • Data & System Management:
    Maintain data accuracy, handle I‑9 verification, benefit administration, and employment verification letters.
  • Process Optimization:
    Identify opportunities to streamline People Operations workflows and leverage AI or other tools to automate backend processes.
Who You Are
  • You’re passionate about people and making a real impact on a company’s most valuable asset.
  • You are an excellent communicator, both written and live.
  • You're meticulous and detail‑oriented.
  • You are well‑organized and love to support multiple projects and teams while balancing excellence with speed.
  • You thrive in ambiguity and fast‑paced environments.
  • You are resourceful and creative—taking the initiative to get things done well the first time.
  • You're mature and professional, handling sensitive information with the utmost discretion.
What You Bring
  • Bachelor's or Master’s degree in Human Resources, Business Administration, Psychology, Sociology, or a related field.
  • Experience or interest in HR, People Operations or related fields, ideally within a fast‑paced startup environment.

Jerry.ai is a proud 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 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.

Pay:
The successful candidate’s starting pay will fall within the range listed on the job posting, determined based on job‑related factors such as skills, experience, and market conditions. Ranges are market‑dependent and may be modified in the future. Base salary may include opportunities for equity grants.

Benefits:
We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage; paid time off; paid parental leave; a 401(k) plan with employer matching; and wellness benefits, among others. Equity opportunities may also be part of the total rewards package. Part‑time, contract, or freelance roles may not be eligible for certain benefits.

About Jerry.ai

Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time‑consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners’ needs. We spend every day innovating and improving our AI‑powered app to provide the best possible experience for our customers.

We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers and are just getting started.

Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 M in financing.

Join our team and work with passionate, curious, and egoless people who love solving real‑world problems. Help us build a revolutionary product that’s disrupting a massive market.

Seniority level
  • Entry level
Employment type
  • Full‑time
Job function
  • Human Resources
Industries
  • Software Development
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Position Requirements
10+ Years work experience
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