Controller pre

Jerry
Chicago, IL

You could be a Controller anywhere. Why Jerry.ai?

  • Join a pre-IPO startup with capital, traction and runway ($240M funded | 60X revenue growth in 5 years | $2T market size)
  • Work closely with serial entrepreneurs and brilliant leaders from companies like Deloitte, KPMG, McKinsey, BCG, Bain, Amazon, Andreessen Horowitz, Facebook, Alibaba, Microsoft, Nvidia, NerdWallet, etc.
  • Opportunity to take us to a $10B market cap business and a household name in the next few years
  • Be immersed in a talent-dense environment and greatly accelerate your career growth


About The Opportunity

We’re looking for an exceptional Controller to lead our accounting function at a critical stage in our growth. In early 2024, we achieved profitability — a major milestone — and now we’re aiming even higher: growing from 5M to 50M customers and building a $10B business.

As Controller, you’ll be at the center of this transformation. You’ll lead our accounting operations, build scalable systems, ensure financial integrity, and guide us through IPO readiness. You’ll work cross-functionally across the organization while helping us stay agile and execution-focused in a fast-paced environment.

You’ll also be a key member of the finance leadership team, responsible for accounting policy, financial reporting, internal controls, and audit readiness. You’ll work alongside a highly experienced, tight-knit team with deep backgrounds in investment banking, hedge funds, M&A, FP&A, controllership, and Big 4 audit.

Jerry.ai 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.

How You Will Make An Impact

  • Own and scale the accounting function, building team, processes, systems, and policies that support hypergrowth and long-term success.
  • Lead all aspects of the monthly close, consolidation, and external reporting, ensuring compliance with US GAAP and readiness for SEC standards.
  • Drive IPO readiness initiatives, including PCAOB audit standard readiness and implementation of public company financial controls and policies
  • Manage relationships with auditors, and other external advisors.
  • Lead and develop a high-performing accounting team.
  • Partner cross-functionally across Finance, Legal, Data, Engineering, Operations, Product to align on business drivers and reporting outcomes.
  • Foster a culture of truth seeking, sense of urgency and passion for excellence.


Ideal Profile

  • CPA, Bachelor’s degree in Accounting, and Big 4 Experience required;
  • 10+ years of relevant experience, including senior-level controllership or corporate accounting roles;
  • Proven experience preparing a company for IPO or operating as a public company controller/senior accounting leader;
  • Deep knowledge of US GAAP, SEC reporting requirements, and internal control frameworks;
  • Strong leadership and communication skills;
  • Strong problem solving skills in a fast paced dynamic environment;
  • System savvy; experience with Netsuite or similar ERP, and familiarity with financial automation tools;
  • Tech forward, experience and desire to utilize AI and latest technologies to build scalable operations a plus.


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.
Posted 2025-10-06

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