Underwriting Assistant (Remote First)
Zensurance
Toronto, ON, Canada
Posted on Nov 12, 2025
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:
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!
At Zensurance, delivering a positive customer experience is core to our values.
Do you consider yourself a detail-oriented underwriting professional? We are looking for an Underwriting Assistant that embodies our values of creating positive outcomes with a passion and persistence for delivering an exceptional customer experience with each interaction.
Reporting to the Team Lead, Underwriting, you will be interacting with internal and external Insurers, staff, and other departments to ensure strong relationship management. Data integrity is at the core of this role and you will provide support in all underwriting processes to help the team's objectives.
Responsibilities
- Document issuance and endorsement approval for all in-house programs.
- Provide support across all underwriting processes to help meet the team’s objectives.
- Adhere to underwriting standards and good practices to minimize risk.
- Oversee and manage the referral process to ensure work is being distributed correctly.
- Take ownership of the data integrity; ensure the information on file is accurate and up to date for in-house program policies.
- Act as a resource to our broker team for any additional information required to underwrite accounts.
- Ensure full understanding of in-house program underwriting requirements, including endorsements and limits.
- Adhere to Service Level Agreements of both Zensurance and our partner markets.
- Maintain quality controls and check work for accuracy.
- Escalate as required difficult/complex items and customer complaints or inquiries to the Underwriter or Team Lead, Underwriting.
- Develop effective working relationships with internal and external stakeholders.
- Perform various other duties.
Requirements
- 1+ years of insurance experience.
- College Diploma or University Degree, or equivalent work experience.
- Experience in Personal Lines or Commercial Property/Casualty insurance underwriting is preferred.
- General Knowledge of all areas of general insurance coverage.
- Demonstrated ability to effectively manage time and prioritize tasks to meet tight deadlines, ensuring efficient workflow and timely completion of projects.
- Exemplary attention to detail and a dedicated work ethic, producing high-quality work and ensuring accuracy in all tasks to meet organizational standards and objectives.
- Excellent interpersonal, verbal, and written communication skills.
- Ability to maintain confidentiality and exercise discretion.
- Dedicated team player, actively collaborating with colleagues to achieve common goals, contribute to team success, and foster a positive work environment through effective communication and cooperation.
Benefits & Perks at Zensurance:
At Zensurance, we know that when our people thrive, so does our business. That’s why we offer a flexible, people-first work environment designed to support your well-being, growth, and success.
💻 Work Your Way
• Remote-first setup for added flexibility
• Home office allowance to create a comfortable workspace
• Top-tier tech: "Office in a box" with all necessary tech equipment
• Half days before public holidays: Enjoy half days before long weekends
❤️ Your Health, Your Way
• Flexible health and dental plans for families, including mental health support
• Health & personal spending accounts to invest in wellness your way
• Parental leave top-up, because family comes first
🚀 Investing in Your Growth
• Education assistance reimbursement for courses, conferences, books, and memberships
• Opportunities to learn from industry experts and grow your career
🤝 Staying Connected
• Weekly Friday huddles to share updates and connect across teams
• Virtual & in-person team-building events to strengthen our culture
We’re building something special. Come be a part of it!
Who We Are:
Business is hard work, but insurance doesn’t have to be!
We empower business owners with simple, tech-driven insurance solutions through our online platform.
Our success is fueled by our team-oriented culture and four core values:
DELIVER – We set ambitious goals and achieve them.
INCLUDE – We foster an open and safe space for all.
INTEGRITY – We do what’s right.
INVENT – We create straightforward, innovative solutions.
AI Tools and Your Interview:
We know AI is a valuable tool, and you're welcome to use it to prepare for your interview. However, please don't use AI assistants during the live interview itself. We want to have an authentic conversation with you, and using AI during the interview could affect our evaluation of your suitability for the role.
Just so you know, we use an AI scribe to help us take notes and review interviews, ensuring a fair and clear process.
Diversity & Inclusion:
Zensurance celebrates diversity and is committed to creating an inclusive environment. We welcome applications from all backgrounds and provide accommodations throughout the hiring process. If you need support, let us know, we’re here to help.
Thank You!
We review every application with care to find the best fit for our team.
While we may take a little time to get back to you due to the high volume of applications we receive, know that a real human (not a bot!) is reviewing yours. We appreciate your patience and can't wait to learn more about you!
