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Chief of Staff to the CEO - job 1 of 5

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

$175000 / YEARLY (est.)
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$200000K

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

Are you ready to take your career to the next level? Jerry is on the hunt for a Chief of Staff to the CEO in the vibrant hub of Palo Alto. You'll be stepping into a unique role alongside our cofounder and CEO, Art Agrawal, where you will be more than just an assistant – you'll be a driving force behind our mission to disrupt a $2 trillion market! Picture this: working closely with brilliant minds from top-tier consultancies like McKinsey and Bain, and navigating the intricate world of business operations. Your expertise will be essential in streamlining processes, fostering communication, and ensuring the CEO's priorities are met. Whether it’s driving high-stakes projects or identifying operational bottlenecks, you will have your finger on the pulse of our rapidly growing company. With our impressive $240M funding and a remarkable 40X revenue growth, the sky’s the limit! Envision a role where every day is a chance to impact cross-functional teams and collaborate on strategic initiatives. Here at Jerry, we are not just another tech startup; we are the first and only AllCar™ app, transforming the way people manage car ownership through AI and machine learning. So, if you are a structured problem-solver who thrives in fast-paced environments and has a knack for clear communication, we would love to hear from you! Join us in this incredible journey of innovation and growth at Jerry!

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

As the Chief of Staff to the CEO at Jerry, your primary responsibilities will include acting as a liaison between the CEO and the company, managing critical projects, and ensuring operational efficiency. You'll be tasked with streamlining communication, increasing the CEO’s effectiveness by managing priorities, and overseeing the execution of high-priority initiatives. You'll have the unique opportunity to observe the nuances of different departments, gaining insights essential for driving our mission forward.

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What qualifications are required for the Chief of Staff to the CEO position at Jerry?

To be considered for the Chief of Staff to the CEO role at Jerry, candidates should possess at least 6 years of relevant experience, ideally in management consulting, venture capital, or roles related to business operations and strategy. A bachelor's degree in a STEM field, economics, or a related discipline is also preferred. Additionally, candidates should be based in the San Francisco Bay area or willing to relocate to our Palo Alto office.

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How can the Chief of Staff at Jerry impact the company's growth?

The Chief of Staff at Jerry will play a crucial role in the company's growth by identifying and implementing process improvements that enhance operational efficiencies across departments. This role involves fostering alignment between teams, tracking performance metrics, and providing actionable insights that directly influence the CEO's strategic decisions, ultimately steering Jerry towards its ambitious goal of becoming a $5B business.

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What qualities does Jerry look for in a Chief of Staff to the CEO?

At Jerry, we seek a Chief of Staff who embodies structured problem-solving, tenacity, and strong organizational skills. The ideal candidate will be capable of handling complex challenges, communicating effectively with diverse audiences, and managing a wide-ranging schedule without letting anything slip through the cracks. A blend of analytical thinking and emotional intelligence will be essential in thriving in high-stress situations while maintaining transparency and trust with the executive team.

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What is the team culture like at Jerry for the Chief of Staff position?

The culture at Jerry is dynamic and collaborative, where innovative thinking flourishes. As a Chief of Staff, you will work alongside a talented and diverse team of professionals who value curiosity and creativity. Our environment encourages open communication and sharing of ideas, which is vital to driving our mission of radically improving car ownership management through cutting-edge technology and collaborative spirit.

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Common Interview Questions for Chief of Staff to the CEO
How do you prioritize tasks when managing schedules for the CEO?

In managing the CEO's schedule, I establish priorities based on business impact, urgency, and long-term strategic objectives. I keep communication lines open with key stakeholders to ensure alignment and use tools like dashboards to track everything efficiently, allowing for quick adjustments as necessary.

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Can you give an example of streamlining processes in a previous role?

In my previous role, I identified redundancies in our reporting process. By implementing a centralized dashboard for performance metrics, I reduced reporting time by 50% and ensured all stakeholders had real-time access to critical information, fostering quicker decision-making.

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Describe your experience with cross-functional project management.

I have successfully overseen cross-functional initiatives that required close collaboration between departments such as marketing, finance, and operations. My approach focuses on clear communication, defined objectives, and regular check-ins to ensure alignment and timely progress towards our goals.

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What strategies do you use to build rapport with executive team members?

To build rapport with executive team members, I prioritize transparency and open communication. I take the time to understand their priorities and challenges, offering assistance and support wherever possible, which fosters trust and strengthens our collaborative efforts.

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How do you manage conflicts within a team?

When managing conflicts within a team, I advocate for direct, respectful communication. I encourage all parties to express their viewpoints and work together to identify common ground while facilitating a solution-focused dialogue that aims for consensus and productivity.

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What methods do you use to track company performance metrics?

I utilize a combination of analytical tools and dashboards to track company performance metrics, allowing for real-time visibility into KPIs. Regular reviews and adjustments based on analyzed data lead to actionable insights, effectively informing our strategies and decisions.

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How would you ensure effective communication between the CEO and the rest of the company?

Ensuring effective communication between the CEO and the company involves regular updates, structured meetings, and clear channels for feedback. I also plan to implement regular town hall meetings for team engagement and to provide insights on company performance and strategic goals.

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What role do you think a Chief of Staff plays in a startup's success?

A Chief of Staff in a startup is pivotal in bridging the gap between operational functions and strategic vision. They ensure alignment across teams, streamline decision-making processes, and facilitate essential communications that empower the CEO to focus on growth and innovation.

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How do you handle pressure and tight deadlines?

I thrive under pressure by maintaining an organized approach to workload management. I prioritize tasks, delegate appropriately, and stay focused on the end goal. Additionally, I practice mindfulness techniques to remain calm and composed in high-stress situations.

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What interests you about working at Jerry as the Chief of Staff?

I'm particularly drawn to Jerry's mission of redefining car ownership and improving user experience through innovative technology. The opportunity to work directly with the CEO and contribute to such a revolutionary service excites me, especially given the company’s impressive growth trajectory and collaborative culture.

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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.

374 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 14, 2024

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