Remote Insurance Advisor — High-Earning, 55+ Carriers

Jerry.ai; Milton (MA); Remote; USD 26,000 - 29,000; Full time

Benefits offered by this job

Medical insurance

Dental insurance

Vision insurance

401(k) match

Equity opportunities

Job summary

Jerry.ai is hiring an Insurance Sales Agent to deliver consultative, high-touch service for customers seeking car, home, motorcycle, and specialty insurance. You will guide users through available options across Jerry’s panel of 55+ carriers, turning interest into trusted coverage.

We value genuine empathy, active listening, and the ability to translate policy details into clear choices. This role offers a remote-first setup with ongoing training and mentorship, plus uncapped commissions on top

Qualifications

• 2+ years of experience in sales, consultative account management, or high-touch service environments.
• Empathy, warmth, and active listening skills in every interaction.
• Ability to translate policy details into clear, easy-to-understand options for customers.

Responsibilities

• Deliver standout customer experiences across auto, home, motorcycle, and specialty insurance with energy, patience, and care.
• Uncover savings or coverage gaps and translate complex policy details into clear choices for customers.
• Craft tailored policy packages across 55+ carrier partners and finalize coverage with ease.
• Address customer hesitation with empathy to ensure a smooth purchasing experience.
• Share direct feedback with the product team to refine app and service offerings.

Skills

Sales experience

Active listening

Empathy

Consultative selling

Job description

Jerry.ai is hiring an Insurance Sales Agent to deliver consultative, high-touch service for customers seeking car, home, motorcycle, and specialty insurance. You will guide users through available options across Jerry’s panel of 55+ carriers, turning interest into trusted coverage.

We value genuine empathy, active listening, and the ability to translate policy details into clear choices. This role offers a remote-first setup with ongoing training and mentorship, plus uncapped commissions on top