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      Jerry

      Engaged employer

      Reviews by job title

      46 reviews
      5.0
      27 Aug 2025

      The true definition of a collaborative startup

      Product manager
      Recommend
      CEO approval
      Business outlook

      Pros

      I feel lucky to have joined Jerry. From day one, the culture has been incredibly welcoming and the people are genuinely some of the kindest and most helpful I've ever worked with. There's a real sense of shared purpose here. The mission and leadership are inspiring, and you can feel everyone across the organization is working together towards the same goals. The work environment is unique. Even with defined teams, it feels fluid; if you have a great idea, you're empowered to jump in and run with it. You're encouraged to focus on problems that excite you and will provide value, which makes the work feel both meaningful and personal. We're very customer-centric, and it's rewarding to know we're solving a truly complex and interesting problem (you'd be shocked to learn how complex insurance is!) I also want to echo what others have said about the interview process. It's intense, yes, but it’s a brilliant way to showcase the passion of the team. The case studies gave me a great taste of the creative, engaging work that we do every day. And the talent team were all just a delight to work with it!! Shoutout to Alana and Gaga who felt like your biggest cheerleaders from day 1 of the process. Tl;dr - collaborative, inspiring, challenging (in a good way)

      Cons

      I haven't encountered many cons so far, but it's important to note that Jerry is a place for self-starters. There's a lot of autonomy and very little micromanagement. If you thrive on constant daily check-ins and hands-on guidance, this might not be the best fit for you. There isn't the biggest onboarding program like you'd see at a big firm, but that's startup life.

      avatar
      Jerry Response
      9mo
      Thank you for the thoughtful review—glad the collaboration, shared purpose, and empowerment you describe are resonating! We appreciate your perspective on the interview process and will pass along kudos to Alana and Gaga. You’re right that our environment favors self-starters and high autonomy; calling that out helps candidates self-assess. If you have ideas to further strengthen the experience, please share them with the People Team at peopleteam@getjerry.com.
      1.0
      4 Jun 2025

      It used to be great

      Customer service agent
      Recommend
      CEO approval
      Business outlook

      Pros

      Remote, easy work, schedule can be relaxed

      Cons

      No culture, zero communication between departments

      avatar
      Jerry Response
      11mo
      Thank you for taking the time to share your experience. We’re grateful for the contributions you made during your time at Jerry, and we appreciate your feedback—especially from someone who spent several years with us. We’re glad to hear you valued the flexibility of remote work and found the role manageable. That said, we’re sorry to learn that your experience with cross-departmental communication and company culture didn’t meet expectations. As a fast-growing, distributed company, we know that maintaining strong internal connection and communication can be challenging—and it’s something we continue to actively work on. If you’re open to sharing more, we’d appreciate hearing your perspective directly at peopleteam@jerry.ai. Wishing you all the best in your next chapter.
      5.0
      7 Nov 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.

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      Jerry Response
      6mo
      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.
      5.0
      14 Mar 2025

      Lots of independence with no red tape

      Associate director
      Recommend
      CEO approval
      Business outlook

      Pros

      - When you have a vision of testing some thing, as long as it's backed by data, you can just go and do it. Which means we can all be owners and do our part to grow Jerry. - Everything we do is data-driven with in-depth analysis, I've been learning a ton from every one - the shout out culture is awesome, you are encouraged when you achieve success - fairly flexible lifestyle and work life balance

      Cons

      - still expanding benefits and 401k but starting to be more competitive - predominantly remote so need to do extra for atmosphere

      avatar
      Jerry Response
      1y
      Thank you so much for sharing your experience—and for being part of building Jerry’s culture and momentum! We’re especially glad to hear that the data-driven, ownership mindset is resonating with you. Our goal has always been to empower team members to take initiative, test bold ideas, and grow alongside the company. And yes—the shout-out culture is one of our favorites too. Recognizing each other’s wins is part of what makes this a special place to work. We also really appreciate your constructive feedback. You're right: we’re actively evolving our benefits to better support our team, and we’ve made meaningful progress recently. As a predominantly remote company, creating a great atmosphere and sense of connection takes intention—and your point is a good reminder to keep pushing ourselves on that front. Thanks again for helping us shape what Jerry is and what it can become!
      5.0
      22 Jul 2025

      fast moving startup

      Software engineer
      Recommend
      CEO approval
      Business outlook

      Pros

      no many levels, smart peers, remote

      Cons

      fast moving culture, value speed over quality

      avatar
      Jerry Response
      10mo
      Thank you for highlighting our flat structure, talented peers, and remote flexibility. We’re strengthening code-review standards and automated testing to ensure quality keeps pace with our speed—your feedback helps us stay on track!
      5.0
      14 Nov 2025

      Love the people

      Anonymous employee
      Recommend
      CEO approval
      Business outlook

      Pros

      People here are some of the kindest and smartest I've ever met. No office politics, the culture is strong, and everyone is passionate about our goals. Leadership is also insanely talented and stacked. Bar for excellence is very high, which means each and every person meaningfully contributes to the team. You will not be picking up anybody's slack, but that's not to say your teammates will not be there for you when things aren't going great. They absolutely will. Mistakes are also not a career killer here. Most important thing is to learn from those mistakes and infer how to do the work better in the future.

      Cons

      You definitely will feel the pressure to not just do your job but to truly exceed. The mentality is very much "be a chef, not a cook," and that may not work for some people. If you're looking for a slow and steady job, Jerry's definitely not it. If you truly are passionate about your work and want to grow immensely, Jerry's the place.

      avatar
      Jerry Response
      6mo
      Thank you for sharing your experience. We’re glad to hear you value the culture, teamwork, and high standards at Jerry. We appreciate your feedback on maintaining balance and will continue fostering an environment that supports both growth and excellence. If you have additional ideas or suggestions, please reach out to People team at peopleteam@getjerry.com so we can learn from your experience.
      5.0
      23 Sept 2025

      Great place to learn and grow

      Junior fullstack engineer
      Recommend
      CEO approval
      Business outlook

      Pros

      Fast-paced environment that pushes you to learn quickly Supportive teammates who are willing to guide and mentor Exposure to modern technologies and real production systems Strong mission-driven culture — you can see the impact of your work on the product Good level of autonomy, even for junior engineers

      Cons

      Startup pace means long hours at times, with shifting priorities Processes and documentation can feel a bit scrappy compared to larger companies You need to be proactive; guidance isn’t always handed to you

      avatar
      Jerry Response
      6mo
      Thank you for sharing your experience. We’re glad to hear you’ve found opportunities to learn, grow, and make an impact at Jerry. We appreciate your feedback on pacing and guidance — as we continue to evolve, we’re focused on maintaining the fast-moving environment that drives innovation while ensuring consistent support for our team. 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.
      5.0
      14 Mar 2025

      Challenging, Fast-Paced, and Rewarding Environment

      Director of customer ops & strategy
      Recommend
      CEO approval
      Business outlook

      Pros

      • Strong culture of merit-based rigor and performance • Fast-paced, startup environment with rapid evolution and opportunities for impact • High level of autonomy to lead and make decisions • Executive and C-level support for initiatives and leadership • Challenging work that keeps things engaging and rewarding

      Cons

      • Fast-paced nature may not be for everyone—requires adaptability (Not necessarily a bad thing!)

      5.0
      29 Sept 2025

      Good place to work

      Senior software engineer
      Recommend
      CEO approval
      Business outlook

      Pros

      Work-life balanced with wonderful team culture

      Cons

      Do not have too much concerns

      avatar
      Jerry Response
      6mo
      Thank you for sharing your feedback and for being part of Jerry over the years. We’re glad to hear you value the work-life balance and team culture — both are central to how we work and grow together. If you’d like to share additional feedback, please reach out to our People team at peopleteam@getjerry.com — we’d love to learn more.
      5.0
      13 Jun 2025

      Great place to work - very data driven

      Staff data scientist
      Recommend
      CEO approval
      Business outlook

      Pros

      - Jerry has a very strong data-driven culture: they've made a lot of investments in data engineering that make it easy to access clean data. Reporting and analyses are used and trusted by everyone and there’s a high level of data literacy across teams. - People are really collaborative, friendly, and genuinely invested in the company’s success. - The executive team is smart and highly engaged.

      Cons

      - Jerry has a very flat structure, which means a lot of interaction with leadership. I like this, but some people might not like it.

      avatar
      Jerry Response
      10mo
      Thank you for celebrating our data-driven culture, collaborative teammates, and hands-on leadership—your enthusiasm fires us up! We intentionally keep our structure flat to spark swift decisions and open dialogue, though we know that level of access to senior leadership can feel intense for some. We’ll keep fine-tuning support so every team member can thrive, and we welcome any ideas you have along the way.
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