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Chief of Staff to the CEO - job 1 of 6

You could work anywhere. Why us?

  • Join a pre-IPO startup with capital, traction, and runway ($240M funded | 40X revenue growth in 4 years | $2T market size)

  • Work closely with brilliant leaders and teammates from companies like McKinsey, Bain, BCG, Better, Nerdwallet etc.

  • Disrupt a massive market and take us to a $5B business in the next few years

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

About the opportunity:

We are looking for a Chief of Staff to work directly with our cofounder/CEO, Art Agrawal. You will act as an extension of our CEO and own a variety of projects ranging from solving operational issues, driving alignment and execution on critical initiatives, increasing Art's efficiency by helping him prioritize his most important meetings and communications, making decisions on his behalf, and keeping our teams accountable. You will foster trust and credibility with the rest of the executive team as the CEO’s closest proxy and advisor. Your main objective will be to identify and remove bottlenecks for our CEO and partner closely with him to scale our business. 

As the Chief of Staff, you'll own special projects and will have a unique opportunity to view and understand a company’s day-to-day challenges and priorities from the vantage point of a CEO. You will be exposed to every function at Jerry (product, operations, finance, engineering, data, marketing, etc) and learn how to execute big-picture strategies and navigate the intricacies of a complex business. If you’re looking for an opportunity to greatly accelerate your career trajectory, we’d love to hear from you!

How you will make an impact:

  • Identify and implement process improvements to streamline cross-functional operations, enabling Jerry to scale efficiently while maintaining a high-performance culture

  • Act as our CEO’s liaison, ensuring clear communication with internal teams and external partners, while effectively managing expectations and timelines

  • Build and maintain reports and dashboards to track company performance metrics, providing actionable insights to our CEO and leadership team to inform decision-making

  • Lead and oversee high-priority projects from concept to execution, working closely with different teams to ensure alignment with company goals

Preferred experience:

  • 6+ years of experience; ideally a mix of management consulting, venture capital, or private equity, and product, business operations, strategy or growth

  • Bachelor's degree in a STEM, economics, or related discipline

  • Must be located in the San Francisco Bay area or willing to relocate (you will be working on-site at our Palo Alto office)

What we are looking for:

  • Structured problem-solver: You’re a logical thinker and make decisions based on data, but also have good instincts when data is limited.

  • Owner: No challenge is too complex, no issue is too hard.

  • Tenacious: You’re comfortable navigating high-stakes, conflict-laden situations, and can act quickly and decisively with diplomacy and tact.

  • Extremely organized: You balance a packed schedule, an endless to-do list, and never let anything drop.

  • Strong communicator: You communicate effectively to a wide range of audiences (from senior executives to entry-level employees) and can masterfully tailor your approach to suit the circumstances.

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

Jerry 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 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 recruiting@getjerry.com

About Jerry:

Jerry is America’s first and only AllCar™ app. We are redefining and radically improving how people manage owning a car, one of their most expensive and time-consuming assets. 

Backed by artificial intelligence and machine learning, Jerry 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 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 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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CEO of Jerry
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Art Agrawal
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Average salary estimate

$150000 / YEARLY (est.)
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$120000K
$180000K

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What You Should Know About Chief of Staff to the CEO, Jerry

At Jerry, we are on the hunt for a dynamic Chief of Staff to the CEO to work directly with our visionary cofounder and CEO, Art Agrawal, in Palo Alto. This is an incredible opportunity to join a pre-IPO startup securing $240 million in funding and experiencing phenomenal 40X revenue growth over the past four years. As our Chief of Staff, you’ll play a pivotal role in solving operational challenges, ensuring the CEO can prioritize critical meetings and communications, and stepping in to make key decisions. Trust and credibility will be essential as you act as the CEO’s closest advisor, helping to identify bottlenecks, and streamline operations across various departments. You'll have the unique chance to get an insider's view of every aspect of Jerry—from product development and marketing to finance and engineering—equipping you with unparalleled insights into our business strategies. Your structured problem-solving skills and tenacity will help drive projects from concept through execution, while your excellent communication abilities will ensure smooth collaboration between internal teams and stakeholders. This role offers a chance to significantly elevate your career in a fast-paced, talent-rich environment as we aim to scale to a $5 billion business. If you’re ready for a transformational experience where you can foster innovation and accountability, we want to hear from you! Join us as we redefine car ownership at Jerry.

Frequently Asked Questions (FAQs) for Chief of Staff to the CEO Role at Jerry
What are the responsibilities of the Chief of Staff to the CEO at Jerry?

The Chief of Staff to the CEO at Jerry will own various critical initiatives, including solving operational issues and streamlining communication. You will play a vital role in making decisions on the CEO’s behalf, prioritizing meetings, and fostering accountability across the executive team. Your work will drive alignment and execution on strategic projects that support the company's rapid growth.

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What qualifications do I need to be the Chief of Staff to the CEO at Jerry?

To be considered for the Chief of Staff to the CEO position at Jerry, applicants should have at least 6 years of relevant experience, ideally with a background in management consulting, venture capital, or private equity. A bachelor’s degree in a STEM, economics, or related field is preferred, along with strong structured problem-solving and organizational skills.

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How does the Chief of Staff to the CEO support the CEO's efficiency at Jerry?

The Chief of Staff to the CEO at Jerry enhances the CEO's efficiency by prioritizing their schedule, managing internal and external communications, and ensuring that the focus remains on high-impact activities. By acting as the CEO’s proxy, the Chief of Staff helps eliminate bottlenecks and scale operations effectively.

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What does a typical day look like for the Chief of Staff to the CEO at Jerry?

A typical day for the Chief of Staff to the CEO at Jerry involves attending crucial meetings, reviewing performance metrics, overseeing high-priority projects, and coordinating with various teams across the organization. You will consistently engage with the CEO to assess priorities and navigate the complexities of an evolving business environment.

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What kind of company culture can I expect in the Chief of Staff to the CEO role at Jerry?

Jerry fosters a culture of innovation and collaboration, where passionate and curious individuals come together to solve real-world problems. As a Chief of Staff, you will be immersed in a talent-dense environment that encourages growth, accountability, and open communication, setting the stage for a rewarding work experience.

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Common Interview Questions for Chief of Staff to the CEO
What experience do you have that makes you a good Chief of Staff to the CEO?

Highlight experiences where you've led cross-functional teams, managed critical projects, or made operational improvements. Emphasize your ability to work closely with executives and how your background aligns with Jerry’s specific challenges and goals.

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How would you prioritize tasks for the CEO in a fast-paced startup?

Discuss your strategies for prioritization, like using data-driven insights and aligning tasks with company objectives. Share examples of how you have successfully managed competing demands in previous roles, emphasizing your organized approach.

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Can you provide an example of a time you solved a bottleneck in operations?

Describe a specific situation where you identified a bottleneck, the steps you took to analyze the problem, and the solutions you implemented. Focus on the impact that your actions had on the overall operational efficiency.

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How would you establish credibility with the executive team?

Talk about building relationships through transparent communication and demonstrating reliability in handling high-stakes projects. Share how you've navigated similar dynamics in past roles, fostering trust and collaboration.

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What steps would you take to improve communication between teams?

Outline your approach to facilitating clear communication, such as establishing regular updates, utilizing collaborative tools, and ensuring expectations and timelines are well communicated. Provide examples of similar practices you've implemented before.

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Describe your experience with data analysis and reporting.

Explain your familiarity with data analysis tools and how you've used data to track performance metrics and make informed decisions. Emphasize your ability to generate insightful reports that assist in strategic planning.

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How do you handle conflicts within a team?

Share your conflict resolution style, focusing on open communication, identifying underlying issues, and fostering a collaborative environment. Describe a specific instance where you successfully managed conflict.

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What is your approach to leading high-priority projects?

Discuss your methodology for project management, including setting clear goals, establishing timelines, and engaging team members. Highlight your success in leading projects from concept to successful execution.

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How do you stay organized in a fast-paced work environment?

Describe the tools and techniques you use for task management and time optimization. Provide examples of how your organizational skills have led to improved productivity and efficiency in previous roles.

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Why do you want to work as the Chief of Staff to the CEO at Jerry?

Express your enthusiasm for Jerry’s mission and vision, linking your career aspirations with what you can achieve in this role. Highlight your interest in the company's innovative approach to car ownership and your desire to contribute to its growth.

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Jerry is redefining car ownership with its innovative AI-powered AllCar™ app, offering comprehensive solutions for insurance, financing, maintenance, and safety, driven by a team passionate about enhancing the driving experience.

443 jobs
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BADGES
Badge ChangemakerBadge Flexible CultureBadge Work&Life Balance
CULTURE VALUES
Social Impact Driven
Empathetic
Collaboration over Competition
Growth & Learning
Transparent & Candid
Customer-Centric
FUNDING
DEPARTMENTS
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
EMPLOYMENT TYPE
Full-time, on-site
DATE POSTED
December 26, 2024

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