Calling All Innovators

We are problem solvers taking on the biggest challenges in the property insurance space, and we’re looking for passionate people who are ready to make an impact. Come grow with us.

SageSure named among Best Places to Work in Insurance for three years in a row!


We have a unique culture where employees truly live our company values, which really sets SageSure apart. Not to mention, we’ve been named among the Best Places to Work in Insurance for three years in a row!


As a Business Insurance Best Places to Work in Insurance recipient in 2020, 2021 and 2022, we were honored for outstanding performance in establishing workplaces where employees can thrive, enjoy their work and help their companies grow. Come join our team!

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At SageSure, we’re pioneers who deliver innovative insurance products and technology solutions in places others won’t, daring to solve the challenges underserved markets face. The reward? Endless opportunities to learn and grow—all while sharing in the financial success of our organization.​


But that’s not all. The best part is that we get to do it among friends. Our team is more than a group of risk-takers, fast learners and experts; we’re also supportive, collaborative and determined. We welcome diversity of perspective, experience, and background. It’s not just our culture; it’s in our DNA…it’s who we are and who we’ve always been.​

Shaping the future of an industry is no small task, but with a team like ours, there’s no task too big!

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Who we are

We’re a dynamic and enthusiastic group of professionals who embrace the power of data and technology to develop, deliver, and service outstanding insurance products for homeowners and small business owners in coastal states.

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What makes us different

We specialize in providing insurance products and technology solutions in coastal states—areas where most insurance providers won’t. We don’t just accept business in challenged markets—we’re built for it. We’re growing fast, we’re nimble and we’re tech-driven. Across all our teams we approach decision-making and strategy with an analytical mindset for precise and effective results.

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A culture like no other

We’ve built a culture of innovation, initiative and drive. Oh, and also fun. We take our work seriously, innovating ways to serve homeowners in catastrophe-prone areas. We take our team seriously, too, investing in large and small things that make your time on the job better and more fulfilling —like cultivating an environment of diversity, equity and inclusion—where everyone is welcome.

Tech Careers at SageSure


SageSure’s proprietary technology has always been a key source of competitive advantage. Using modern tools and technologies and advocating pragmatic industry practices around availability, scalability, security and automation allow us to be continually innovative. Our software development utilizes a cloud-based infrastructure, continuous integration and delivery, and a quality first approach. A metrics-driven mindset has become part of our DNA and helps us make data-driven decisions. Working remotely from numerous states across the country, we believe that mentoring, training, diverse approaches and continuous professional development are the keys to modern problem solving.


We are always looking for exceptional individuals to join our team. If you’re keen to learn, adaptable and relentlessly curious (even when business is booming and the team is successful), then come do what you do best with us.



Why Work For SageSure?


One of the best parts of working for SageSure is that you get to do it all among friends. Employees catch up over coffee, collaborate in meetings, solve problems on the regular and, yes, attend a happy hour now and then. It’s a place where employee growth is nurtured, where you can define your role and make it what you want to be.

Office Amenities*

  • Fully stocked cafés with free snacks and beverages
  • Lounges with shuffleboard, billiards and board games
  • Access to in-office gyms
  • Organized and ad hoc social events

*Amenities vary by location

Health Benefits

  • Medical (HSA, EPO, PPO)
  • Dental
  • Vision


In compliance with the Transparency in Coverage Rule, click here to view machine-readable files with negotiated service rates and out-of-network allowed amounts between health plans and healthcare providers. These files are formatted to allow researchers, regulators and application developers to more easily access and analyze data.

Financial Wellness

  • 401(k) with company match
  • Profit-sharing bonus program
  • Life insurance
  • Short-term and long-term disability

Personal Wellness

  • Up to 160 hours of paid time off per year, plus floating holidays
  • Paid holidays
  • 8 hours of volunteer time off per year
  • Gym reimbursement
  • Tuition reimbursement toward education, licensing and certifications
  • Employee assistance program with access to free and confidential counseling
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Lisa Chason
AVP of Finance / Controller Tallahassee, FL

I have been with SageSure for almost 10 years, where I have had the opportunity to witness a small startup grow into an industry leader. SageSure’s innovative leadership and vision for the future has driven its success. Behind this company is a group of talented employees who believe in the vision, the leadership and the future of SageSure. Our success would not be possible without their dedication to a company who believes in them and supports a culture of career opportunity, growth and innovation.

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Zacharie Sylvest
Underwriting Support Analyst Tallahassee, FL

SageSure is a fantastic organization to grow your knowledge and skillsets. I began working as a temp at SageSure, with no knowledge of the insurance industry. I have enjoyed steadily expanding my knowledge ever since. SageSure is constantly expanding in a competitive industry. It provides a very rewarding environment for anyone who wants to challenge themselves and grow with a company.

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Jeff Pollack
Director of Platform Support and Help Desk Jersey City, NJ

I enjoy coming to work at SageSure every day. Each day brings with it new challenges that test my abilities. I appreciate being able to do what I do best – help people! When I first started, I was immediately able to make an impact on the company and was provided feedback on an ongoing basis as to how I was doing. The company invests in the latest technology needed so that everyone can be successful in their roles. It is so refreshing to be around positive people; the work environment far exceeds any company I have previously worked for.

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Jade Ivester
Training Coordinator Tallahassee, FL

I truly enjoy the career path I have chosen with SageSure. I look forward to coming to work every day and interacting with my co-workers and management team. SageSure genuinely cares about every single one of its employees. We work in a team-driven environment that provides career advancement opportunities, allowing us to grow. The leadership team is always willing to help and your co-workers are always there for you. SageSure is hands down the best company I have ever worked for; I plan to stay here for a long time.

Marilynn Whitmore
Marilynn Whitmore
Client Success Manager Remote

SageSure is a great place to grow and develop both professionally and personally. Our team-driven atmosphere allows me the opportunity to work cross-functionally and experience different departments working together to reach our goal of becoming an industry leader in property insurance. SageSure also invests financially in employees’ growth by offering programs for continuing education development, volunteer time off and health and wellness reimbursement.

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Ben Bailes
Principal Designer New York, NY

My experience at SageSure has been great. SageSure has a proven business model and is experiencing rapid growth while rapidly evolving its approach to designing and building software. Our small (and mighty) design team is growing too and gets to work on new product launches, B2B, B2C and enterprise, all at the same small company and solve a wide range of interesting problems for a diverse group of customers. The people make it special too. Everyone is kind, thoughtful, capable and team oriented.

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Melissa Hightower
Senior Product Development Analyst Houston, TX

SageSure is a rare find. Initially attracted by the growth potential, I quickly learned its true treasure is a valued team with strong ideals all driven to be the best. As an underwriter, while I enjoy the multifaceted layers of assessing risk in this ever-changing environment, the real prize SageSure has provided me is the opportunity to develop relationships with truly brilliant, caring and gifted people.

US Map with SageSure states


Since our founding in 2005, SageSure and Insight Catastrophe Group have grown significantly to a team of more than 400 problem solvers. We have eight offices across the country, including:

  • Cheshire, CT
  • Chicago, IL
  • Cincinnati, OH
  • Houston, TX
  • Jersey City, NJ
  • Mount Laurel, NJ
  • Mountain View, CA
  • Tallahassee, FL

We also have several field/mobile employees across the US!

When your mission is to provide dependable, highly rated insurance in areas of the country where that’s hard to find, you need a great team built for the challenge. Join a company where you will be valued and empowered to help Americans protect their most valuable assets.

SageSure is a proud Equal Opportunity Employer committed to building a workforce that reflects the spectrum of perspectives, experiences, and abilities of the world we live in. We recognize that our differences make us strong, and we actively seek out diverse candidates through partnerships with organizations, institutions and communities that represent various backgrounds. We champion belonging and inclusion for all identities, including, but not limited to, race, ethnicity, religion, sexual orientation, age, veteran status, ability status, gender, and country of origin, striving to create a culture where all individuals feel valued, respected, and empowered to bring their authentic selves to work.