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VP, Engineering - job 1 of 2

You could be a VP, Engineering anywhere. Why us?

  • Join a pre-IPO startup with capital, traction and runway ($240M funded, $2T market size, and we are profitable💰)

  • Report directly to our founder/CTO, Musawir Shah (ex-Nvidia, Y-Combinator alum)

  • Opportunity to scale our users from 5M to 50M in the next few years

  • Come lead a team of ~60 extremely talented full stack software engineers

  • Work closely with seasoned peers from companies like Nvidia, Amazon, Microsoft, Andreessen Horowitz, SoFi, etc.

About the opportunity:

We are looking for a VP, Engineering to join our executive team! We hit a huge milestone in early 2024 by achieving profitability and have ambitious goals for the next few years — scale from 5M to 50M customers and become a $10B business. We hold an exceedingly high bar for talent, and finding the right VP, Engineering who will hire, develop and lead our engineering function intentionally and thoughtfully is the one of the most important levers in getting there. Our goal is not to hire quickly but to ensure that we are building a small and mighty team of the highest caliber people which will allow us to stay lean, agile, learn from brilliant colleagues, and accomplish big things together.

At Jerry, we are building the first AllCar™ super app to make car ownership affordable and accessible. We started with insurance in 2019, since then we’ve launched driving behavioral insights, car diagnostics, repair marketplace, and a GPT-4 chatbot and voicebot, and the first telematics-based insurance marketplace in the U.S. As we get closer to being the first, truly connected ecosystem for car owners, we are excited to bring on a VP of Engineering to lead our software engineering function. Reporting directly to our co-founder/CTO, Musawir Shah, you will be responsible for managing and scaling our engineering team, mentoring and developing our talented engineers, ensuring we are executing quickly and with very high quality across the entire engineering org. If you are looking for an opportunity to build products with massive real-world applications, make a big impact, and work with an exceptionally talented team, we'd love to hear from you!

How you will make an impact:

  • Lead our entire engineering org (currently ~50 software engineers), directly supervising our engineering managers and tech/team leads. You will be responsible for ensuring high quality and high velocity execution from our engineering teams.

  • Continuously raise the bar on our talent density by hiring stellar engineers and investing in the development of our engineering talent. Provide continuous feedback to our managers and team leads, and develop and implement a consistent framework and process for evaluating performance across different teams in our engineering org. 

  • Ensure that our engineering teams are setting ambitious goals, and that they never stop learning and growing under your leadership. Unblock and push our teams when necessary. 

  • Identify, evaluate, and optimize processes to maximize team output. Anticipate strategic and scaling-related challenges as we continue to grow.

  • Foster a collaborative, ambitious, and outcome-driven culture.

  • Facilitate and collaborate with cross functional partners including product, design, data science, marketing and operations.

Ideal profile:

  • Masters degree or PhD in Computer Science, Computer Engineering, Electrical Engineering, or related

  • 15+ years engineering experience with progressively more responsibilities (ideally, you spent at least a few years as an IC in technically complex or demanding environment before you became a people manager)

  • You have built and led very high-performing engineering teams at an early-to-mid stage startup (ideally, you have managed teams of at least 50+ engineers)

  • You have strong technical mastery in software engineering but remain curious and committed to learning and improving your craft.

  • You have a strong sense of urgency to deliver results and inspire the team to achieve beyond what they think is possible.

  • You have a strong sense of ownership and accountability.

Our technical stack:

  • Language and frameworks: Typescript: Nest.js, Next.js, React, React Native, Expo

  • API: GraphQL

  • DB: Postgres, DynamoDB, Clickhouse, Redis

  • Infrastructure: Built on AWS, microservice architecture with containerized services deployed on ECS and EKS. Asynchronous processing functions running on Lambda.

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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Average salary estimate

$250000 / YEARLY (est.)
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$200000K
$300000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About VP, Engineering, Jerry

Are you ready to take on a transformative role as the VP of Engineering at Jerry? This is not just another engineering job; it’s an exciting opportunity to lead and shape a talented team in San Francisco at a pre-IPO startup that’s on a mission to redefine car ownership. As the VP of Engineering, you will have the unique chance to work closely with our co-founder and CTO, Musawir Shah, a seasoned veteran who brings invaluable experience from his time at Nvidia. Your challenge? Scale our user base from 5 million to a whopping 50 million while ensuring our software engineering function is top-notch. You'll manage a dynamic team of around 60 full stack engineers and create an environment where they thrive, take ownership of their work, and deliver high-quality results rapidly. With a market size topping $2 trillion and over $240 million in funding, your contributions will directly impact our profitability and growth trajectory. At Jerry, we're all about innovation – we're not just building a super app; we’re crafting the future of car ownership. If you have a strong track record in leading high-performing engineering teams with a minimum of 15 years of experience and a passion for excellence, we’d love to hear from you. You’ll foster collaboration and ensure that your teams continuously push boundaries. Come help us make car ownership accessible for everyone!

Frequently Asked Questions (FAQs) for VP, Engineering Role at Jerry
What are the key responsibilities of the VP of Engineering at Jerry?

As the VP of Engineering at Jerry, you'll oversee an engineering organization comprising around 60 talented engineers. Your main responsibilities will include managing teams, ensuring high-quality work, setting ambitious goals, and developing a collaborative culture. You'll also be tasked with refining processes to maximize team output and mentoring engineering managers, all while ensuring that our technology stays on the cutting edge to meet the needs of over 5 million users and counting.

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What qualifications are required for the VP of Engineering position at Jerry?

To be considered for the VP of Engineering at Jerry, you'll need a Master's degree or PhD in Computer Science, Computer Engineering, Electrical Engineering, or a related field. You should have 15+ years of engineering experience, including a background as an individual contributor in a demanding technical environment. Experience building and leading high-performing teams in an early-to-mid stage startup is crucial, as well as having strong software engineering expertise.

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How does the VP of Engineering at Jerry contribute to the company's growth?

The VP of Engineering plays a critical role in Jerry's growth by leading the engineering function to ensure rapid product development and scalability. With the goal of expanding our customer base from 5 million to 50 million, your leadership will empower the team to execute efficiently and uphold high-quality standards. By hiring and nurturing top talent, you'll create a high-performance culture that drives innovation, ultimately contributing to Jerry’s projected growth to a $10 billion business.

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What can you expect from the work environment at Jerry for the VP of Engineering role?

At Jerry, the work environment is dynamic and collaborative, characterized by a commitment to innovation and excellence. As a VP of Engineering, you will find yourself surrounded by passionate, curious colleagues, many of whom come from prestigious backgrounds, including Nvidia, Amazon, and Andreessen Horowitz. The culture encourages continuous learning, and you’ll be supported in your mission to build a powerhouse engineering team that thrives under your guidance.

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What technologies will the VP of Engineering at Jerry work with?

As the VP of Engineering, you will oversee a team that utilizes a robust technical stack including TypeScript, Nest.js, Next.js, React, and React Native. You'll work with GraphQL APIs, Postgres, DynamoDB, Clickhouse, and Redis, under a microservices architecture deployed on AWS. Understanding these technologies will help you guide your teams in delivering high-quality products and services that enhance our app for car owners.

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Common Interview Questions for VP, Engineering
What makes you the ideal candidate for the VP of Engineering at Jerry?

To answer effectively, highlight your leadership experiences in high-stakes engineering environments. Discuss your successful track record in managing teams at a similar scale, your ability to inspire and foster a collaborative culture, and your commitment to excellence and innovation. Be sure to tie in how your personal values align with Jerry's mission of making car ownership accessible.

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Can you describe your approach to hiring engineering talent?

Focus on your methodology for identifying candidates who not only possess the required technical skills but also fit the company culture. Discuss how you prioritize diversity, equitable hiring practices, and continuous development for your engineering teams, emphasizing the importance of building a team that can drive Jerry’s ambitious goals forward.

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How would you manage conflicts within your engineering team?

Emphasize your strategies for conflict resolution, such as fostering open communication and encouraging team members to voice concerns directly. You can mention your approach to mediating discussions and identifying common ground, with a focus on keeping the team aligned with Jerry’s vision and objectives.

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What strategies do you implement to ensure high-quality work from your teams?

Discuss frameworks you might employ to set clear expectations for team performance and metrics for quality. Talk about your commitment to regular performance reviews and feedback cycles to ensure teams strive for excellence without compromising speed or innovation.

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How do you keep engineering teams motivated during high-pressure projects?

Your answer should include methods for fostering a healthy work environment, such as celebrating small wins and encouraging feedback. Sharing examples of team-building activities or initiatives that strengthen morale and promote work-life balance can also be beneficial.

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How do you approach cross-department collaboration?

Highlight your experience in facilitating communication between engineering, product, design, and operations teams. You can elaborate on the importance of understanding different perspectives to achieve shared objectives while creating an outcome-oriented culture that drives innovation at Jerry.

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What do you see as the biggest challenge for the VP of Engineering role at Jerry?

Your response should reflect an understanding of the startup landscape and the unique challenges that come with scaling an engineering team. Discuss potential obstacles such as talent acquisition, maintaining culture during rapid growth, and responding to market changes effectively.

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What’s your experience with managing remote engineering teams?

Share insights about how you’ve successfully managed distributed teams, ensuring collaboration and productivity through technology and regular check-ins. Convey the importance of maintaining a strong team culture, even in remote environments, and how you’ve facilitated virtual bonding among team members.

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Can you give an example of a technical decision you made that significantly impacted a project?

Select a relevant example that illustrates your technical depth and decision-making process. Outline the context of your decision, the rationale behind it, how it was executed, and the positive outcomes that resulted, ensuring to connect back to Jerry's technological stack if possible.

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What are your thoughts on mentoring engineering talent?

Emphasize the significance of mentorship in nurturing talent and building future leaders. Discuss your experience in developing formal mentoring programs, encouraging knowledge sharing, and fostering an environment of continuous learning, which is vital for a high-performing engineering culture at Jerry.

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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.

430 jobs
MATCH
VIEW MATCH
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
April 23, 2025

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