Posted Jul 9, 2026

[Remote] Customer Success Specialist (Remote)

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Note: The job is a remote job and is open to candidates in USA. PolicyMe is Canada’s leading digital insurance solution, focused on modernizing the insurance industry. They are seeking a Customer Success Specialist to support customers and the Advisor Team throughout the life insurance journey, ensuring exceptional customer experiences and managing policy servicing tasks. Responsibilities • Manage a caseload of in-progress applications through the underwriting process • Navigate tools like HubSpot and Front to complete daily task queues • Coordinate and follow up on medical exam bookings with vendors and clients • Order and track underwriting requirements (e.g. APS, MVRs) • Handle inbound calls and respond to client emails • Track missed payments and help clients update billing info • Report underwriting decisions to the Medical Information Bureau (MIB) • Process policy change requests (address updates, beneficiary changes) • Maintain accurate records and submit the weekly MIB report • Collaborate cross-functionally with Advisors, QA, Sales, and Customer Service • Offer feedback and participate in process/tooling improvement discussions Skills • 1-2 years of experience in insurance, customer service, or call center roles • Strong verbal and written communication in English • Comfortable using multiple systems and learning new tools quickly • Excellent attention to detail and ability to multitask in a fast-paced environment • Empathy, patience, and a natural drive to go above and beyond for customers • Integrity and reliability - someone who takes pride in doing things right • A proactive mindset and openness to giving and receiving feedback Benefits • Generous PTO - 20 vacation days • A comprehensive benefits plan with premiums paid in full by PolicyMe • Investment in your professional development, including an L&D budget, AI tooling budget, performance reviews twice a year and ongoing feedback to ensure you reach your highest potential • Access to stock options based on performance Company Overview • PolicyMe is a life insurance company. It was founded in 2018, and is headquartered in Toronto, Ontario, CAN, with a workforce of 51-200 employees. Its website is https://www.policyme.com. Apply To This Job