Customer Success Specialist (Fully Remote)

Manage a caseload of in-progress applications through the underwriting process, ensuring timely progress. Coordinate and follow up on medical exam bookings, track underwriting requirements, and handle client communications. Process policy changes, track missed payments, and maintain accurate records for weekly reporting. Qualifications: 1-2 years of experience in insurance, customer service, or call center roles. Strong verbal and written communication skills in English. Proficiency with multiple systems and ability to learn new tools quickly. Excellent attention to detail and multitasking skills in a fast-paced environment. Why Join Us: Generous PTO with 20 vacation days and a comprehensive benefits plan with premiums fully paid. Investment in professional development, including L&D and AI tooling budgets, with twice-yearly performance reviews. High-performing, low-ego, remote-first team with option to work from home or Toronto office, plus all-expenses-paid in-person socials twice a year. Stock options based on performance and total target cash compensation of $55,000–$66,000 CAD. PolicyMe PolicyMe is a Toronto-based digital insurance startup modernizing the insurance industry in Canada, offering life, critical illness, and health & dental insurance. The company has grown exponentially since 2018, selling over $10 billion in coverage, and operates with a remote-first, low-ego culture attracting top talent across the country. #J-18808-Ljbffr