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      Jerry

      Engaged Employer

      Jerry reviews

      4.1

      74% would recommend to a friend

      (203 total reviews)

      Art Agrawal

      83% approve of CEO

      78% positive business outlook

      Ratings by demographic groups

      Jerry has an employee rating of 4.1 out of 5 stars, based on 203 company reviews on Glassdoor which indicates that most employees have an excellent working experience there. The Jerry employee rating is in line with the average (within 1 standard deviation) for employers within the Insurance industry (3.6 stars).

      Reviews by job title

      203 reviews
      5.0
      Nov 7, 2025

      intense but insanely rewarding experience

      Software engineer
      Recommend
      CEO approval
      Business Outlook

      Pros

      Working as a Software Engineer at Jerry.ai honestly feels like being in a constant sprint with some of the sharpest minds I’ve met. The dev culture here is wild, people think fast, build fast, and expect results that actually matter. You’re given full ownership of your projects, from design to deployment, and it’s super satisfying seeing your code go live within days. The engineering problems are legit interesting too we’re talking large-scale optimization, performance tuning, and automation challenges that push you to think beyond just syntax. I really vibe with the “figure it out, ship it, and iterate” mindset. It’s high-energy, collaborative, and full of those late-night “wait, that actually worked?” moments.

      Cons

      If you’re someone who values crystal-clear direction and structured workflows like me, Jerry.ai might feel a bit overwhelming at times. The company’s still scaling, so processes can feel rough around the edges and sometimes documentation lags behind features, and it’s easy to get lost juggling multiple priorities. Communication across teams can get tricky too, especially when everyone’s moving a mile a minute. You learn to sync fast and over-communicate, but it takes a bit of adjusting. Also, because expectations are high, imposter syndrome can sneak in when you’re surrounded by brilliant people. But if you take it as motivation instead of pressure, you’ll grow faster than anywhere else.

      avatar
      Jerry Response
      8mo
      Thank you for sharing your experience. We’re glad you find the work at Jerry both challenging and rewarding — ownership, impact, and technical depth are key parts of our culture. We appreciate your feedback on communication and process clarity, and we’re working to strengthen coordination and delegation as we scale. If you’d like to share more specific feedback, please reach out to our People team at peopleteam@getjerry.com — we’d love to learn more.
      2.0
      Nov 5, 2025

      High Stress Enviroment

      Video producer
      Recommend
      CEO approval
      Business Outlook

      Pros

      Alot of opportunity to wear many hats. You are given the ability to make your presence heard and valued. Early on I was praised for the 5 key areas they strive for.

      Cons

      Company lack of innovating forces the hand of the creative and the wild volume they demand. So many times we have pivoted back to the same value props from the early days because leadership lacking ability to be ambitious. You can feel the stress trickle down from the board to leadership when it comes to finding wins. The more it trickles down, the more volatile the messaging becomes. Everybody is stressed at this place and the leadership do not allow honest, open conversation about work/life balance without you feeling like you are expendable.

      avatar
      Jerry Response
      8mo
      Thank you for sharing your perspective and experience. We have significantly evolved our strategy since then, and much of what you described is no longer reflective of Jerry’s current environment. Based on your comments regarding the “5 key areas,” it appears your time at Jerry may have been around three years ago, as we now operate with three core values. While we humbly recognize that we will always have challenges and opportunities for growth, we are proud to say that much of the feedback in your review describes an experience that isn’t consistent with our company or culture today, and we remain committed to continually improving as we grow.
      5.0
      Oct 21, 2025

      lots of pros, cons are worth it

      Technical product manager
      Recommend
      CEO approval
      Business Outlook

      Pros

      As a Technical Product Manager at Jerry.ai is honestly a mix of brilliance and chaos in the best way possible. the people are ridiculously sharp. Everyone moves fast, thinks critically, and you’re constantly pushed to think three steps ahead. There’s a ton of freedom because you get to make real calls on products that actually ship, not just sit in a doc somewhere. The energy is wild too; every discussion feels like a mini think tank, and if you’re curious and a bit stubborn (in a good way), you’ll thrive.

      Cons

      it’s not exactly a calm place. Priorities can change overnight, and sometimes it feels like you’re trying to build a plane mid-flight. Feedback is very direct and you’re expected to figure things out without much hand-holding. Also, the speed can burn you out if you don’t pace yourself. It’s not for people who like long pauses or neat workflows. But if you enjoy a little bit of chaos, love solving hard problems, and don’t mind working with people who might out-argue you on your own idea Jerry.ai keeps you on your toes, always.

      avatar
      Jerry Response
      8mo
      Thank you for sharing your experience. We’re glad you value the autonomy, pace, and collaboration at Jerry. We appreciate your feedback on supporting new team members and are working to make onboarding smoother as we grow. If you’d like to share more details, please reach out to our People team at peopleteam@getjerry.com — we’d love to learn more.
      Viewing 13 - 15 of 203 Reviews
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      ReviewsJerry reviews

      Glassdoor has 250 Jerry reviews submitted anonymously by Jerry employees. Read employee reviews and ratings on Glassdoor to decide if Jerry is right for you.