Recruiter contract

Jerry
Chicago, IL

You could be a recruiter anywhere. Why us?

  • Join a pre-IPO startup with capital, traction and runway ($2T market size, $240M funded, 60X revenue growth in 5 years, and we’re profitable!)

  • Report directly to a cofounder and work closely with brilliant leaders from companies like Nvidia, Meta, LinkedIn, Better, Lemonade, BCG, McKinsey, Bain, etc.

  • Opportunity to take us to a $10B business and a household name in the next few years

  • Be immersed in a talent-dense environment, greatly accelerate your learning and career growth

Why contract-to-perm?

Our hiring bar is extremely high, we move fast, and our recruiters are not pipeline pushers or “support”, we’re strategic operators who truly own and drive hiring.

The contract phase is a chance for both sides to see if we’re the right match. You’ll get a front-row seat to how we operate – high ownership, high impact, and high expectations – and you’ll know very quickly whether this is an environment where you’ll thrive. If it is, the path to becoming a permanent member will take no longer than 3 months, and you’ll be joining a team that’s redefining what recruiters can do for a business.

About the opportunity:

You will partner closely with hiring leaders and own our most critical searches across a variety of business functions. At Jerry.ai, recruiters play the most important role in the entire company — shaping the future of our organization. We are deeply connected to the work we do and the impact we make. We are continuously raising the bar for ourselves and honing our craft because every team here relies on us to bring in world-class talent. This is a full-time contract position, with an opportunity for permanent employment contingent on performance. If you're looking for a place where you can make a big impact, learn from exceptional team members, and never stop growing, we'd love to hear from you.

Jerry.ai is building the first super app to help people save time and money on their car — one of their most expensive assets and a $2T market in the U.S. We are leveraging technology and machine learning to help people optimize every aspect of owning a car including buy/sell, insurance, financing, safety, maintenance/repairs, and more. Since we launched our app in 2019, we have amassed over 5M customers, raised $240M in funding, scaled our revenue 60X and our team to 225 across 7 countries.

How you will make an impact:

  • Own full cycle recruiting for junior-to-mid level searches across a variety of business areas including product management, software engineering, data science, business operations, design & research, organic & paid growth, legal, people operations, finance, etc

  • Work closely with our hiring leaders in the U.S, and Canada to develop effective recruiting strategies to meet our teams' ongoing growth needs

  • Continuously review, reflect and iterate on our recruiting and interviewing practices to ensure we are utilizing our team's time efficiently without sacrificing quality

Who you are:

  • You are a true partner to hiring leaders, always thinking about how to elevate the teams' talent density with each hire and drive the business forward

  • You are a high achiever and are always raising the bar for yourself and for those around you

  • You are as comfortable operating within defined parameters as you are with a high degree of ambiguity

  • You appreciate the complexity and nuance involved in delivering a truly stellar recruiting experience, and you are passionate about continuing to perfect your craft

Ideal profile:

  • 2+ years of full cycle recruiting experience

  • Prior recruiting experience at fast-growth startups is strongly preferred

  • Track record of being successful in a high velocity, output-driven and demanding environment

  • 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.

Compensation Range: $110K - $180K

Posted 2025-11-12

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