Cover Whale in white

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

Parental Coaching

Before and after child birth for all mothers and fathers including adoptive and foster parents

Generous Parental Leave Plan

14 weeks at 100% pay for all mothers and fathers including adoptive and foster parents

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.)

We’re scaling rapidly for good reason.

Founded in 2019, Cover Whale recently closed a $15.5M seed funding round and is scaling rapidly. Together we are creating a vibrant culture of smart passionate team members who want to make a difference by improving safety through innovation. Oh, and we’re having a little fun while doing it.

Career opportunities