Cover Whale Insurance Solutions

About Cover Whale

Cover Whale pioneers road safety, combining insurance products with a data-driven driver coaching and safety program. You will help us save lives and deliver better insurance for commercial auto and trucking drivers. We cover over 5,000 agents and handled $100 million in premium in 2022. Policyholders can earn up to a 30% premium discount for safe driving.

How We Work

You will join a collaborative environment where every voice contributes. We encourage you to shape our processes, decisions, planning, and culture. We balance remote work with opportunities for in-office collaboration. This fosters continuous learning and growth for everyone on the team.

Technology at Cover Whale

We leverage AI-powered telematics and real-time driver coaching to transform commercial auto insurance. Our platform streamlines quotes and policy management. You will work with partners like Dreyev and Netradyne for AI risk analytics and advanced AI dash cameras. Our tech stack includes HubSpot Analytics, Metabase, TalkDesk, Figma, and Hadoop. Join us to build innovative solutions.

Why Join Us

• Drive real-world impact by improving road safety and saving lives.
• Work in a rapidly growing insurtech company, backed by $43M in funding.
• Contribute to a collaborative culture that values your input.
• Access comprehensive benefits, including tuition assistance and training.
• Help hardworking drivers reduce insurance costs year after year.

Benefits & Perks

• Health Care Plan (Medical, Dental & Vision)
• Retirement Plan (401k, IRA) with 4% company match
• Life Insurance (Basic, Voluntary & AD&D)
• Paid Time Off (Vacation, Sick & Public Holidays)
• Paid Family Leave (Maternity, Paternity)
• Tuition Assistance
• Professional Training & Development
• Flexible Spending Account (FSA)
• Health Savings Account (HSA)
• Employee discounts and performance bonuses