Zensurance1mo ago

CAD 48000–60000/yr

Retention Associate (Remote First)

Toronto · TorontoRemoteFull-timemid

OtherRetention

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Quick Summary

Requirements Summary

Manage billing queries and proactively connect with clients to collect payments and resolve discrepancies. Broker Partnership: Assist our broker teams with mission-critical tasks,

Technical Tools

OtherRetention

About Us:

Zensurance is redefining commercial insurance for Canadian businesses.

As a leading InsurTech, we make getting the right coverage simple, fast, and accessible through a digital-first experience. Our platform combines advanced technology with deep industry expertise to deliver tailored insurance solutions that help businesses thrive.

Zensurance has been recognized for its rapid growth and industry impact:

✅ Deloitte’s Technology Fast 50 (2023, 2024, 2025)

✅Deloitte’s Technology Fast 500 (2024, 2025)

✅ Top Insurance Employers (2022)

At Zensurance, we value ownership, collaboration, and innovation. Our team thrives on solving complex challenges, challenging the status quo, and making a real impact in an industry ready for change.

If you're looking to build something meaningful in a fast-growing, customer-focused company, we’d love to hear from you!

Reporting to the Team Lead, the Retention Associate is an integral part of the service cycle, ensuring that "behind-the-scenes" operations translate into a seamless experience for our clients.

Our Retention team is the frontline for keeping our client accounts in good standing. You’ll work closely with our customers and external financing partners to resolve billing hurdles and ensure every account stays on track.

Please note: A valid RIBO license is a mandatory requirement for this role. Only candidates who are currently licensed will be considered.

Drive Financial Health: Manage billing queries and proactively connect with clients to collect payments and resolve discrepancies.

Broker Partnership: Assist our broker teams with mission-critical tasks, including processing cancellations, reinstatements, and general billing support.

Proactive Communication: Triage incoming emails and voicemails, ensuring licensed brokers can focus on complex needs while you handle the operational flow.

Accuracy & Compliance: Carefully review new billing contract data and audit files to ensure they meet our strict internal guidelines and process standards.

Operational Innovation: Recommend process improvements to streamline how we work with financing companies and improve the overall customer journey.

Tech-Driven Support: Monitor Slack alerts, schedule automated client messaging, and jump into clean-up projects to keep our data accurate and reliable.

Licensing: You hold a valid RIBO license.

Operational Foundation: 1+ year of experience handling administrative tasks, data entry, or high-volume operational workflows.

Client-First Mindset: A strong orientation toward both internal and external service—you enjoy helping colleagues and clients alike.

Communication Skills: Excellent phone and interpersonal skills, with the ability to translate technical billing issues into clear solutions.

Detail & Deadline Driven: Sharp attention to detail with the ability to multitask in a fast-paced, dynamic environment without losing accuracy.

Collaborative Spirit: A team player who takes initiative, learns quickly, and thrives in a collaborative, tech-forward set-up.

Digital Literacy: Comfortable using Google Workspace, Slack, Zoom, and modern CRM/office software.

Listing Details

Posted: March 4, 2026
First seen: March 26, 2026
Last seen: April 21, 2026

Posting Health

Days active: 26
Repost count: 0
Trust Level: 51%
Scored at: April 21, 2026

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Zensurance

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Zensurance is a Canadian online insurance brokerage that provides customized business insurance solutions for small and medium-sized enterprises, utilizing technology to simplify the purchasing process.

Employees

350

Founded

2016

Domain

zensurance.com

Jobs

View 13 jobs

View company profile

Salary

CAD 48000–60000

per year