Sr. Site Reliability Engineer

7 days ago


Toronto, Ontario, Canada Jerry Full time

You could work anywhere. Why us?

  • Join a pre-IPO startup with capital, traction and runway ($240M funded | 60X revenue growth in 5 years | $2T market size).
  • Work closely with brilliant leaders and teammates from companies like McKinsey, BCG, Bain, Nvidia, Lemonade, GEICO, Amazon, etc.
  • Disrupt a massive market and take us to a $10B business in the next few years.
  • Be immersed in a talent-dense environment and greatly accelerate your career growth

About The Opportunity
is seeking a
Sr. Site Reliability Engineer
to take complete ownership of our infrastructure. We've achieved product-market fit and are in a rapid scaling phase, making this a critical moment for our team. We need a seasoned professional who can lead the charge in building, maintaining, and optimizing the core systems that power our business.

In this role, you'll be the key driver of
automation, scalability, and reliability
across our entire infrastructure and CI/CD pipelines. This is a hands-on position where you'll be responsible for more than just keeping the lights on. You will be a strategic partner, designing and implementing solutions that enable our engineering teams to move faster and deliver high-quality products to our customers.

is building the first super app to make car ownership affordable and accessible – insurance, buy/sell, registration, loans, safety, repairs, parking, etc – a $2T market in the U.S. We started with insurance in 2019, and since then we've launched loan refinancing, driving insights, repair marketplace, car diagnostics, and a GenAI-powered chatbot & voicebot. We have amassed over 5M customers, raised $240MM in funding, scaled our revenue 60X and our team to 225 across 6 countries.

As a Sr. Site Reliability Engineer in the team, you will:

  • Take full ownership of Jerry's infrastructure including managing our cloud accounts end to end, ensuring robustness and security
  • Develop systems / components to improve operational simplicity and reliability of Jerry's product systems, for example, monitoring system, deployment automation, and diagnosis tools etc;
  • Develop systems and tools to manage the security access and capacity planning of cloud resources;
  • Work with various product teams to guide systems architecture and offer suggestions for reliability and optimization of production systems;
  • Be the shepherd to coordinate Jerry's production incident handling across teams

A Few More Specifics About YOU

  • B.S. degree in Computer Science or related discipline;
  • 5+ years of experience working with Amazon AWS services and tools, such as ECS, EKS, RDS, S3, ElasticCache, ELB, ECR, cdk etc;
  • Meticulous attention to detail to ensure systems are always up
  • Solid coding skills preferably in Python or Golang, familiarity with NodeJS and Typescript, and strong system analysis and problem solving skills;
  • Excellent teammate with strong communication, collaboration, and technical writing skills;
  • Highly motivated and thrive in dynamic and fast-paced environments with a real passion for ensuring scalable and highly available systems in the cloud

While we appreciate your interest and application, only applicants under consideration will be contacted.
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.
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

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
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, 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. From car insurance and financing to maintenance and safety, does it all.

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 we're just getting started.

was founded in 2017 by serial entrepreneurs and has raised more than $240 million 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.


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