Careers at Cover Whale
Shift your career into high gear.
Join the future of commercial trucking insurance.
Cover Whale has grown sustainably since our founding in 2019, and we’re looking for talented individuals to help us grow further and faster. And, our team is making our nation’s roads safer on a daily basis. Fact.
Benefits? Oh yeah, we've got 'em.
Hybrid Work Model
Flexible Paid Time Off
Matching 401(k) Plan
Affordable & Comprehensive Medical, Dental & Vision Plans
Healthcare Flexible Spending Accounts
Generous Parental Leave and Support
Paid parental/child bonding and preparation leave with additional support services for all parents.
Own a Piece of Our Future
At Cover Whale, we believe every employee should be an owner. That's why we offer equity compensation to our team members through our Employee Equity Program. When you join us, you're not just taking a job—you're investing in our shared success.
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.)
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.
Dan AbrahamsenCEO/Founder 
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.
Kevin AbramsonPresident 
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. Cultivating relationships and growing the Cover Whale brand is truly rewarding.
Saira TanejaChief Experience Officer 
I've seen other tech start-ups grow their staff way too quickly, and it's the team members who ultimately suffer the consequences. What I appreciate about Cover Whale is that our priority is finding the right people who will help us grow sustainably. We want to grow, but it's not growth-at-all-costs.
Erica WoodChief People Officer 
For me, my decision to join was all about the people. Cover Whale has a team that is motivated, enthusiastic, positive, hard-working and building towards shared goals.
Carly LevinChief Strategy Officer 
Working for Cover Whale Insurance Solutions has provided me the opportunity to refine my skills as well as grow them with a fast-paced insurtech company. With the collaborative and unique team of professionals, every day comes with an exciting new challenge.
Nyles OppenheimerHead of Growth 
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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.
Dan AbrahamsenCEO/Founder
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.
Kevin AbramsonPresident
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. Cultivating relationships and growing the Cover Whale brand is truly rewarding.
Saira TanejaChief Experience Officer
I've seen other tech start-ups grow their staff way too quickly, and it's the team members who ultimately suffer the consequences. What I appreciate about Cover Whale is that our priority is finding the right people who will help us grow sustainably. We want to grow, but it's not growth-at-all-costs.
Erica WoodFormer Chief People Officer
For me, my decision to join was all about the people. Cover Whale has a team that is motivated, enthusiastic, positive, hard-working and building towards shared goals.
Carly LevinChief Strategy Officer
Working for Cover Whale Insurance Solutions has provided me the opportunity to refine my skills as well as grow them with a fast-paced insurtech company. With the collaborative and unique team of professionals, every day comes with an exciting new challenge.
Nyles OppenheimerChief Revenue Officer
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