Staff Technical Recruiter

The problem we’re solving:

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. Every part of the user journey (shopping for a car, insurance, repairs, financing) is complicated, fragmented, time-consuming and expensive. In 2025, the cost of car ownership was more than 20% of the average household after-tax income. At Jerry.ai, we're building the first super app to manage it all, making car ownership affordable and accessible for everyone in a $2T U.S. market.

Why our recruiting team is special:

Since launching our app in 2019, we’ve raised over $240M in funding, scaled our revenue more than 70X, and became profitable in early 2024 – just 7 years into our operating history in spite of challenging macro conditions and in a hyper competitive market.

None of this would have happened without an exceptional team.

Our hiring philosophy has always been simple: build a small team of world-class talent, and raise the bar with every hire so that we’re constantly elevating the quality of our discussions and decisions and, as a result, our people never stop growing and never feel stagnant.

To reach our next goal – go from 5M to 50M customers, become a $10B business and a household name – we’ll need to raise the talent bar even higher.

This is why recruiters at Jerry.ai are not “pipeline pushers” or “support” staff, but critical operators who solve complex business problems, go head-to-head with top tier companies for the top 1% talent, and continuously and relentlessly drive the business forward.

Why you will (or won’t) like working here:

• Ownership: You will not be handed a JD, a list of requirements and told to go execute. You will deeply understand our business, define the problems we want to solve through hiring, identify candidate archetypes, build the interview process (including experimenting with questions you ask during your screen to more efficiently surface key signals you’re looking for), and invent new ways to attract and engage the top 1% talent. Here, recruiters are treated like hiring managers. You own and drive the search.

• Stellar team: We have a very high bar for talent, as a result, we have a small but mighty team that can move fast and accomplish a lot. You will work with likeminded peers and leaders who are equally passionate and who care intensely about what they do.

• Hands-on: Even our most senior leaders like getting their hands dirty and staying close to the details. You will join as one of the most senior members of our recruiting team, but you will carry a full req load as a full-cycle recruiter (3-4 roles).

What you’ll own here: We got to where we are today with an exceptionally talented, mostly international engineering team (70% in China, 30% SF & Toronto). To accelerate our trajectory and improve our timezone coverage (the rest of our employees are all in US & Canada), we are now ready to expand our North American engineering footprint. You will lead technical recruiting in the U.S. and Canada while continuously raising the bar and redefining what “excellent” looks like.

• Phase 1: You will jump into the trenches to figure out how we win in key U.S. and Canadian tech markets against top-tier startups and tech giants. You will learn the intricate details of our technical, business, and people challenges, and then help rewrite our engineering hiring playbook.

• Phase 2: After you’ve built a foundation for engineer hiring in North America, you’ll shift toward either building and leading our technical recruiting team or continuing to grow as a strategic IC, depending on your goals and interests. In either case, you’ll be a strategic partner to our leadership team, helping evolve our technical talent practice as we enter our next phase of growth.

Who you are:

• Craftsmanship mindset: You are relentlessly perfecting how you hunt, engage, pitch, assess, negotiate, and close, because to you, there’s always a higher level of mastery.

• Comfortable with discomfort: You’ve weathered startups before and understand that things change quickly and often. You’re comfortable pivoting and working through ambiguity.

• First principles thinker: You avoid making assumptions or jumping to conclusions. You seek to understand the problems you’re tackling before proposing solutions.

Ideal profile:

• 6+ years of technical recruiting experience with progressively increasing complexity and difficulty in the searches you are running.

• Experience operating within a growth-stage startup.

• Proven track record of successfully hunting and closing top-tier Software Engineers (intermediate to staff-level) in the U.S. and Canada.

• Bachelor’s Degree.

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

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 [email protected]

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.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. From car insurance and financing to maintenance and safety, Jerry.ai 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. 

Jerry.ai 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.