AI car insurance comparison

Artificial Intelligence
Machine Learning

See open opportunities

Company mission

To save customers time and money on car expenses.



HQ Location

Evergreen Park, Palo Alto, CA


Some candidates hear
back within 2 weeks

-13% employee growth in 12 months

Otta's take on Jerry

Theo Margolius headshot

Theo Margolius

COO of Otta

Typically most drivers in America don’t shop around before renewing their car insurance policies, mainly due to the difficulty of using insurance comparison sites. Jerry was founded to change this with an AI-powered comparison service requiring only a bare minimum of personal details to search and close an insurance contract. Initially focusing only on insurance comparison, the company has also expanded into auto refinancing.

Jerry faces competition in the insurance comparison space against Caribu, CoverHound, Insurify but is unique in providing a completely automated experience. It is also alone in being able to provide services in all aspects of car ownership including repairs and maintenance, as opposed to the more narrow focus of other marketplaces. These advantages have led to Jerry being the most downloaded and top-rated app in its category.

Jerry has already grown to become the top broker for several major insurance carriers in the US and is eyeing further expansion into more financial services surrounding the $250 billion US auto insurance industry. As it continues to surpass its competitors in accuracy, range of services and customer experience, it is very well-positioned for further growth.

Total funding - $220m

Last 2 fundraises

Aug 2021



Jun 2022



This company has top investors

Company benefits

  • Health insurance (medical, dental, vision)
  • 401K & Stock Options
  • PTO (with up to 20 days rollover)
  • Employee Assistance Program
  • Full training, leadership development and growth opportunities

Company values

  • Customer focus
  • Passion for excellence
  • Ownership
  • Sense of urgency
  • Transparency


After working as a Knowledge Management Analyst at SAP America, they founded Care Workforce, an online marketplace for nursing shifts and co-founded YourMechanic, a nationwide on-demand car repair service. They have incubated both Jerry and YourMechanic at Y Combinator.

After finishing a Ph.D. in Computer Science at the University of Central Florida, They worked as the Senior Software Engineer at NVIDIA, an AI computing company, before becoming the Vice President of YourMechanic (founded by Art). Before co-founding Jerry with Art, they worked as the Principal Engineer at BrightEdge, an AI engine for digital content.

Lina Zhang

(Vice President of Operations)

After a Ph.D. at Dartmouth College and a Juris Doctor degree at Berkeley School of law, they were an attorney at Morrison & Foerster LLP. They then became the VP of Operations at YourMechanic before co-founding Jerry.

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Jerry is hiring for 15 jobs on Otta!

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