Shift your career into high gear
Join the future of commercial trucking insurance
Building the Future of Insurance
We've grown sustainably since our founding in 2019, building a team that's making our nation's roads safer on a daily basis. At the intersection of insurance expertise and technology innovation, we use data-driven approaches to improve road safety and reduce accident frequency.
We prioritize finding the right people who will help us grow sustainably—not growth at all costs. Every team member plays a crucial role in our mission to transform commercial trucking insurance.
Benefits & Perks
Hybrid Work
Flexible arrangements that balance remote and in-office work
Flexible PTO
Take the time you need to recharge and maintain work-life balance
401(k) Matching
We invest in your future with competitive retirement matching
Health Coverage
Comprehensive medical, dental, and vision coverage
FSA Benefits
Healthcare flexible spending accounts for additional savings
Parental Leave
Generous leave with additional support services for new parents
Our Culture
Our work is tough, deadlines are tight, and the startup road is bumpy. We expect dedication, agility, and a relentless drive to problem-solve. But we also know that the best work happens when talented people come together with a shared mission.
We succeed together, and we set the bar high. If you're looking for a challenge, want to make a real impact on road safety, and thrive in a fast-paced environment—you'll fit right in.
Meet our Leadership
Our leadership team is made up of successful insurance veterans who love tech, and successful tech veterans who love insurance. (Yup, we found 'em.)
Dan Abrahamsen
CEO/Founder
"There's a long road ahead for commercial auto, and we are excited for the chance to help steer – faster solutions for agents, better rates for good drivers with free safety and coaching programs to help."
Kevin Abramson
President
"With so many moving parts in the world of transportation, Cover Whale is using data-driven science and advanced technology to make our roads safer and save lives. We are dedicated to reducing accident frequency and improving insurance costs, and that is something I am passionate about."
Bill Fahrner
Chief Underwriting Officer
"At Cover Whale, we're leveraging decades of underwriting expertise with cutting-edge data science to transform how commercial auto insurance is priced and delivered. It's exciting to be part of a team that's bringing innovation to an industry ready for change."
Lennie Cohen-Solal
Chief Actuary
"The opportunity to build actuarial models from the ground up, combining traditional insurance principles with real-time telematics data, is incredibly rewarding. We're not just analyzing risk—we're actively working to reduce it."
Saira Taneja
Chief Experience Officer
"The start-up culture at Cover Whale is incredibly rewarding. Commercial insurance is a big industry with a lot to learn but the exposure I have received and the opportunities I've had to leverage my unique experiences since joining Cover Whale has allowed me to grow professionally and make major contributions in a very short amount of time."
Barninder Khurana
Chief Technology Officer
"Building a technology platform that powers real-time underwriting decisions for an entire industry is the kind of challenge that drives innovation. At Cover Whale, we're creating infrastructure that makes insurance faster, smarter, and more accessible."
Ready to Join Us?
Explore our current openings and find the role that's right for you.