| Who is Clearcover?
The Future of Car Insurance, Powered by You.
Clearcover is revolutionizing the industry, putting our customers in the driver's seat. Founded in 2016, Clearcover is built on a simple premise: provide affordable, hassle-free car insurance with one of the industry's fastest claims experiences. We challenge the status quo, redefining what it means to truly put the customer first.
We're rapidly growing and recognized for it! Clearcover has been featured on the Inc. 5000 Fastest Growing Privately Held Companies list and the Deloitte Technology Fast 500™ list, raising over $560 million in funding to date.
We've also been honored on Insurance Business America's Top Insurance Employers list and CNBC's World's Top Insurtech Companies, with Forbes naming us one of America's Best Insurance Companies in 2025. What will you do? - Fanatically monitor and respond to customer and agent inquiries via phone, email, sms, and chat, with a primary focus on converting warm inbound and outbound sales opportunities while supporting servicing needs
- Engage customers through inbound and outbound warm leads to drive new business, policy changes, cross-sell, and retention outcomes
- Drive strong individual performance against conversion outcomes and productivity metrics in a high-velocity environment
- Apply multiple sales approaches (consultative, needs-based, objection handling, urgency-driven) to uncover customer intent and close opportunities
- Provide expert customer service that transforms Clearcover customers (including really frustrated ones) into brand evangelists
- Identify and assess customers’ needs through relatively unstructured interaction
- Handle customer complaints, provide appropriate solutions and alternatives, and follow up to ensure resolution
- Build sustainable relationships and trust with customers through open and interactive communication
- Keep records of customer interactions, process customer accounts, and file documents
- Deliver on Clearcover’s promise to our customers by actually solving their problems (also paying attention to a few service level guidelines and policies)
- Monitor product or pricing changes and adapt sales approaches to optimize conversion
- Maintain schedule adherence in a call center environment to support service level commitments and customer experience
What do you need? - P&C insurance license
- Ability to fluidly switch between sales-focused interactions (approximately 70% inbound/outbound warm leads) and servicing responsibilities
- Proven ability to balance consultative selling with high-volume customer interactions across phone and digital channels
- Strong active listening skills with the ability to influence, persuade, and clearly communicate value during live conversations
- Excellent grammar and writing skills
- Demonstrated ability to translate insurance concepts into simple, compelling language that supports informed purchasing decisions
- Comfort using CRM, sales, and support tools to manage leads, follow-ups, and customer records
- Resilience under pressure with the ability to remain professional, confident, and positive in high-stakes or objection-heavy conversations
- Demonstrated ability to balance the needs of the customer with the needs of the business
- Ability to multitask, prioritize, and manage time effectively
- BA/BS in English, Communication, or comparable work experience
- A tactful, timely sense of humor is also a must. We’re getting funnier but we can still be funnier-er
But wait, there’s more:
As a people-first company, your health and well-being is a priority at Clearcover. We offer comprehensive benefits and perks for employees: - Medical. We offer rich and affordable BCBS plans for you and your dependents. If you select the high deductible health plan, we offer an HRA and contribute to your HSA.
- Dental and vision. We cover 100% of dental and vision premiums for you and your dependents.
- Pre-tax benefits, disability, and life insurance.
- 401(k). We contribute 3%, even if you contribute nothing.
- Generous vacation, 12 paid holidays, and parental leave.
- Equity in the company and an annual bonus program.
We’re a remote first company, having paved the way for flexible work locations and continue to offer this flexibility. If you are local or in town visiting, you also have the choice to work from our Chicago HQ office. Because we are a remote first company, we ask that your internet can keep up with our pace.
To top it all off, if Clearcover is available in your state, you could have access to an employee discount on auto-insurance! Excited to learn more? Complete the application below!
Clearcover is an Equal Opportunity Employer (EOE) that welcomes and encourages all applicants to apply regardless of age, race, color, religion, sex, sexual orientation, gender identity and/or expression, national origin, disability, veteran status, marital or parental status, ancestry, citizenship status, pregnancy or other reasons prohibited by law. Compensation: $22/hour base pay, with performance-based incentives bringing total on-target earnings (OTE) to approximately $50,000–$52,000 annually.
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