About APOLLO

APOLLO is Canada’s leading insurtech. Our platform launched in 2019 and has since become a major player in the Canadian fintech landscape, providing Canadians with comprehensive and cost-effective tenant and small business insurance. We replace the traditionally painful paper-based, manual insurance buying process with a simple and immediate digital ecommerce experience, in line with modern customers’ expectations.

We are a team of empowered and driven individuals who are committed to building a great company at the forefront of disrupting a $5 trillion dollar global industry.

This position offers a chance for the right candidate to make a significant impact alongside an integrated, dynamic team committed to innovation and shaping the future. We’re humbled to have won multiple awards and recognition including Insurance Business Canada’s 5-Star MGA 2025, Prestige Awards Insurance Provider of the Year 2025, Proptech30 2025, Insurance Business Canada’s 5-Star Claims 2024, Insurance Business Canada’s Top Insurance Employer 2022 & 2021 and Digital Innovator of the Year 2022, Insurance-Canada.ca’s 2021 Technology Award, and LinkedIn’s Top Startups 2021.

The Role

The Senior Underwriting and Operations Specialist plays a critical role in supporting underwriting operations and broker services. This position is responsible for mentoring a team that manages support services, including the processing of non-automated transactions such as endorsements, cancellations, and other policy changes.

The Senior Underwriting Services and Operations Specialist ensures service excellence by coordinating day-to-day operations, optimizing workflows, and supporting the maintenance of contracts and facilities with insurer partners—such as Bordereaux reporting and special underwriter referrals.

As a Senior Underwriting Services and Operations Specialist, you will champion a culture of service and performance, empower your team to deliver results, and contribute to continuous improvement initiatives. Your leadership will be key in helping us drive innovation, support our brokers and underwriters, and enhance the overall customer experience.

If you bring a collaborative mindset, a passion for operational excellence, and a drive to lead and inspire others, we’d love to have you on our team.

Responsibilities:

• Leads and supports the execution of complex policy maintenance activities—including endorsements, cancellations, registered letters, extensions, and premium processing—ensuring adherence to sound underwriting principles, policies, and controls.

• Provides guidance and oversight to team members in managing in-force policy transactions and escalates complex or sensitive cases as needed.

• Oversees the completion of monthly reporting, ensuring accuracy and timeliness; triages and resolves carrier inquiries and coordinates with internal stakeholders to address issues proactively.

• Partners with Underwriting to manage and triage individual risk referrals outside of delegated authority to insurer partners, including Lloyd’s and domestic carriers; provides oversight and quality control on submissions.

• Leads internal underwriting review activities and supports third-party audits by establishing and implementing procedures that meet underwriting, regulatory, and compliance requirements; ensures team alignment with regulatory and industry standards.

• Monitors and maintains tracking systems for payables and non-payment cancellations; ensures data accuracy and visibility for leadership and stakeholders.

• Liaise with third party adjusters and brokers on claims.

• Provide our brokers with great service through all our engagement channels.

• Optimize workflows to streamline processes in an effort to promote efficiency and effectiveness

• Ensures a high level of service delivery by coaching the team on response protocols and deadlines for internal and external stakeholders; personally handles escalated or high-impact issues.

• Acts as a subject matter expert and mentor within the team, identifying training needs and contributing to continuous improvement initiatives across Underwriting Services.

• Performs additional leadership duties as required, contributing to operational excellence and team development.

• Other duties as assigned

Skills & Qualifications:

• 5 to 7+ years experience in an underwriting support role

• 1+ years of leadership / mentorship experience considered an asset

• Property & Casualty (Personal Lines) industry experience is required

• Commercial industry experience considered an asset

• Industry certifications (CIP, CRM, etc) considered an asset

• Working knowledge of the underwriting processes and insurance terms and conditions.

• Strong organizational and time management skills.

• Sense of ownership and pride in your performance and its impact on the company’s success.

• Experience successfully building relationships and facilitating conversations at all levels.

• Customer service, interpersonal, teamwork, analytical skills and detail oriented.

• Creative and solution-oriented

• Entrepreneurial spirit that takes ownership of their work.

• Embody the APOLLO values.

• Deep desire to succeed.

The APOLLO values: Courage, Adventure, Integrity, Candor and Desire.

APOLLO believes in a team approach where all members have equal opportunity to voice ideas to advance the agenda of the Company and its clients. Working well in a team, taking initiative, and possessing a desire for greatness is important. If your values align with ours, you’ll fit right in!

Benefits & Perks:

• Competitive salary & bonus

• Development programs & licensing support

• Remote-first culture

• Company social events

• Extended Medical, Dental and Vision care

• Monthly Wellness Program

• Autonomy, growth, and the ability to make an impact

• Community volunteers days

APOLLO is an equal opportunity employer. We celebrate and embrace our diverse, inclusive work environment and welcome members of all backgrounds and perspectives to apply. We’re committed to developing and maintaining a culture rooted in our core values, that is supportive and respectful of all backgrounds and perspectives.

APOLLO is committed to providing an accommodating recruitment process. If you require any accommodation, please email us at careers@apollocover.com and we’ll work with you to meet your accessibility needs.