Progressive Insurance Careers | Glassdoor

Progressive Insurance Careers

Cleveland, OH
10000+ employees
Company - Public (PGR)
Insurance Carriers
$10+ billion (USD) per year
We’re just an insurance company known for Flo, our friendly Superstore employee? Rethink Progressive. We’re so much more than that, and the careers and culture we offer might surprise you.

For more than 80 years, Progressive has offered a ... Read more

Glassdoor Awards

Top CEOs: 2019 (#61), 2018 (#60), 2017 (#93), 2014 (#26)

Company Updates

  • Where could your #career take you? #RethinkProgressive. We’re hiring. Find out more here:

  • Very proud to be #49 on this list!

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Progressive Insurance – Why Work With Us?

Reality check: Most people don’t grow up dreaming about a job in insurance. We certainly didn’t, but then we got here and realized Progressive is different—in a good way. You’ll think differently, too.

We aren’t what you’d expect from an insurance company. Progressive is a place where people come for a job, but stay for a career. And we have the numbers to back it up: More than 5,000 Progressive people move levels within the company each year. We’re a diverse group, committed to our Core Values, community, and military employees. We strive to create a fun and flexible work environment for everyone where employees are encouraged to risk, learn, and grow. But don’t just take our word for it: We’ve been named one of the top places to work in our major locations. We’re also a Fortune 500 company and have one of the largest contemporary art collections in the country.

Whether you’re new to the “real world” or have years of experience, Progressive could be a place where you stay and thrive.

Think you can’t risk, learn, and grow here? Rethink it.

Our name says it all. We’re Progressive. And we are progressive. We live and breathe our Core Values: Integrity, Golden Rule, Objectives, Excellence, and Profit. These values set our culture apart and support our belief that how we achieve something is just as important as what we achieve. And we carry these values out every day—they guide our business decisions and define how we treat each other, our customers, our business partners, and our investors.

We also enjoy flexibility, and many of our locations include on-site fitness classes, healthcare and dining options, outdoor recreation, and a contemporary artwork collection.

And we know that cultivating a diverse, inclusive, and flexible work environment is critical to our achievements. That’s why we promote from within, work hard and get rewarded for it, win the right way, and keep our doors open.

Our Employee Resource Groups (ERGs) play a key part in leveraging our differences to support an inclusive culture and provide insight into our diverse customers. These groups provide development tools, networking opportunities, and interactive cultural celebrations that are just one piece of our open, supportive culture.

Think we’re all alike? Rethink it.

Tease your brain, daily. At Progressive, data is the straw that stirs the drink, affects change, and drives development. If you find algorithms, big data, and intellectual challenges thrilling, a data and analytics role at Progressive will keep you at the edge of your seat.

Our analysts and data scientists are the engines behind every part of our business, from customer experiences and claims forecasting to product development and IT project prioritization. They’re our fortune-tellers; they model, predict, and even help us anticipate catastrophic events. They make our products—and our status as an industry leader—even stronger. And they have fun doing it.

Think we’re not difference-makers? Rethink it.


Students and recent graduates can gain valuable experience in a variety of analyst roles, including: actuarial analysts, data analysts, research and development analysts, analyst development program, and pricing analysts.

See our job opportunities for students and recent grads.

Be an innovator, not a stay-the-samer. At Progressive, get ready to challenge yourself, to work smarter, and to bring all of your ideas to the table. If you’re looking for the vibe and the work-life balance of a start-up, but the stability and flexibility of an established company, now is your chance to join a team that focuses on emerging technology and creates products that impact millions of people.

We never stop pushing ourselves to challenge the status quo. We’re always playing with new technology, testing out chatbots in our Innovation Garage, participating in company events like Edison or Code Jam, and problem-solving for cutting-edge apps like Snapshot®.

With more than 30 technology families to work in, our Progressive people never get bored of our vast career path possibilities and opportunities to grow into new, exciting roles. Nearly everything we accomplish at Progressive is made possible by the work of our technology team. Technology positions are available in our Cleveland headquarters, as well as our Colorado Springs, Colorado, location.

Think innovation isn’t a part of everything we do? Rethink it.


Just starting out or ready to take your career to the next level? We’re ready to help you thrive. Nearly everything that happens at Progressive is made possible by our Technology team. We’re an exciting and innovative place where you can get involved in a lot of different projects. Start or further your tech career through an internship or full-time position in one of the following roles: developers, systems engineers, and systems test engineers.

See our job opportunities for students and recent grads.



It’s no secret that accidents are stressful. That’s why we have a dedicated team of claims professionals to be there for our customers, ease their minds, and get them back on the road fast.

Our claims professionals are often the first call a customer makes and they’re equipped to act quickly and make important decisions autonomously, with kindness and understanding. Many of our days are spent investigating accidents, estimating repair costs, and serving customers.

We offer a top-notch training program and career development, with a focus on teamwork and work-life balance. With claims offices throughout the country, there are plenty of ways you can have a positive impact on our customers and our claims team overall. You’ll be the calm during a storm, with backup from your team. Positions include: claims adjusters, claims customer service representatives, claims representatives—centralized auto, claims representatives—centralized medical, estimators, special investigators, and subrogation specialists.


We also offer entry-level claims opportunities for students and recent graduates.

Our Contact Center and Claims team members provide our customers with products, services, and experiences to meet their needs and exceed their expectations. Flex and expand your current skills as you prepare for the next step in your career in one of the following roles: managers, claims representatives, contact center representatives, and administrative specialists.

See our job opportunities for students and recent grads.

Progressive Insurance Reviews

  • Featured Review

    Helpful (31)

    "Customer Service Analyst - Awesome job!"

    • Work/Life Balance
    • Culture & Values
    • Career Opportunities
    • Comp & Benefits
    • Senior Management
    Current Employee - Customer Service Specialist
    Current Employee - Customer Service Specialist
    Positive Outlook
    No opinion of CEO

    I have been working at Progressive Insurance full-time (Less than a year)


    Everyone here is so nice, and is more than willing to help you. I had 6 weeks of sometimes intense, classroom setting training and it was so great to start out and be apart of a job that actually cares. They very much rely on values here, which is so awesome. I love it here. The work/life balance is good too.


    It can be tough at times, but you have all of your resources there for you.

See All 2,722 Reviews

Progressive Insurance Photos

Progressive Insurance photo of: A little selfie as employees walk in the black music month parade
Progressive Insurance photo of: Our Cleveland office is home to a foosball table to help unwind during a busy day.
Progressive Insurance photo of: Our large locations offer a variety of places to collaborate with coworkers.
Progressive Insurance photo of: Progressive employees take part in a water fitness class
Progressive Insurance photo of: This is one of our favorite pieces in our corporate art collection!
Progressive Insurance photo of: We love being able to grab a quick coffee from one of our cafes.
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Progressive Insurance Interviews



Getting an Interview

Getting an Interview





    Accepted Offer
    Positive Experience
    Average Interview


    I applied online. The process took a week. I interviewed at Progressive Insurance.


    Applied online, they sent an interview link for hire view. 8 interview questions where you would have to record your answer.
    Once that’s submitted, if you’ve done well , then you’ll receive a link To schedule an appointment for a video interview.

    Interview Questions

    • Tell me why you want to join the progressive family?   1 Answer
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Progressive Insurance Awards & Accolades

  • Austin Top Workplaces, Austin American-Statesman, 2018
  • Cleveland Top Workplaces, The Plain Dealer, 2019
  • Colorado Top Workplaces, The Denver Post, 2019
  • Tampa Bay Top Workplaces, The Tampa Bay Times, 2019
  • Military Friendly Employer, GI Jobs, 2019
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Work at Progressive Insurance? Share Your Experiences

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