Principal Recruiter

You could be a recruiter anywhere. Why us?

• Join a pre-IPO startup with capital, traction and runway ($240M funded | 60X revenue growth in 5 years | $2T market size)

• Report directly to a cofounder and work closely with brilliant leaders who have scaled companies like Nvidia, Nerdwallet, Better, Lemonade, etc.

• Opportunity to take us to a $5B business and a household name in the next few years

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

About the opportunity:

We are looking for a Principal Recruiter with early-to-mid stage startup experience to join our growing team! Reporting directly to one of our cofounders, you will partner closely with senior leaders and run our most complex and critical searches across all business functions, including executive hiring, as well as mentor and coach our junior team members as we continue growing. At Jerry.ai, recruiters play the most important role in the 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 working on perfecting our craft because every team at Jerry.ai relies on us to bring in stellar talent. This is a full-time contract position, with an opportunity for permanent employment contingent on outstanding 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 and sell, insurance, financing, safety, maintenance, repairs, and more. Since we launched our app in 2019, we have amassed over 5M customers, raised $240MM 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 mid-to-senior level searches (including executive leadership hiring) across a variety of business areas including product management, software engineering, data science, product design/research, marketing, communications, creative production, legal, editorial content, human resources, finance and operations

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

• Mentor and support junior team members on the recruiting team

• 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:

• 12+ years of recruiting experience with progressively increasing complexity in the types of searches you are running

• Prior experience recruiting at a fast-growth startup across product management, product design, or business operations strongly preferred

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

• Bachelors or Graduate degree in an intellectually rigorous discipline

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

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.