Full-Time

Senior Underwriter

E&O/Medmal

Posted on 8/15/2025

Zensurance

Zensurance

201-500 employees

Technology-driven broker for Canadian commercial insurance

No salary listed

Toronto, ON, Canada

Remote

Remote-first role; work from home supported from Toronto, ON.

Category
Finance & Banking (1)
Requirements
  • 5+ years of commercial underwriting experience specializing in Errors and Omissions (E&O) risks.
  • Experience underwriting other general lines of commercial risks is an asset.
  • CIP, CRM or FCIP is an asset.
  • Experience working with a Managing General Agent (MGA) or program specific division of an Insurance Company.
  • Track record of achieving premium and bind ratio targets.
  • Ability to build relationships both with markets and brokers.
  • Ability to utilize collaboration skills while taking ownership of projects.
Responsibilities
  • Underwrite and manage a book with a focus on professional risks (misc E&O and technology) and supporting soft Medical Malpractice (MedMal) risks (beauticians, sports/fitness, healthcare).
  • Meet premium and bind ratio targets while maintaining a disciplined underwriting approach.
  • Contribute to operational efficiency, ensuring streamlined processes and data-driven decision-making.
  • Collaborate with leadership to shape the growth and profitability strategy for the new program.
  • Provide input on pricing strategy to ensure market competitiveness.
  • Collaborate on underwriting guidelines, wordings, endorsements, extensions, and exclusions based on appetite expansions, customer demand, and evolving offerings in the marketplace.
  • Develop and strengthen relationships with Zensurance brokers, acting as a trusted partner in the marketplace.
  • Other duties as assigned.

Zensurance is a Canadian insurance broker that makes it easier for small businesses to buy commercial insurance. It connects small business owners with insurance providers and offers products like liability, cyber liability, and commercial auto. The platform uses technology to keep costs low, which helps it secure competitive rates for customers. As an intermediary, Zensurance earns commissions from insurers when policies are sold and provides ongoing support, including a 24/7 claims team and educational resources to help clients understand their coverage. Compared to others, it leverages high sales volume and a tech-driven model to offer more affordable, streamlined service targeted at Canadian small businesses. The company’s goal is to empower small businesses to thrive by delivering an honest, simplified, and modern approach to insurance, making coverage accessible and affordable from policy purchase to claims support.

Company Size

201-500

Company Stage

Acquired

Total Funding

$12.5M

Headquarters

Toronto, Canada

Founded

2016

Simplify Jobs

Simplify's Take

What believers are saying

  • Travelers acquired majority stake in 2018, boosting resources.
  • Grown to 350 employees, enhancing scalability nationwide.
  • Selected as Amazon Canada's preferred business insurance provider.

What critics are saying

  • Intact's Go platform captures tech-savvy customers in 6-12 months.
  • Amazon switches to Allianz partnerships, slashing B2B deals in 3-6 months.
  • Ontario FAIR plan forces 30% churn by excluding Zensurance in 6-9 months.

What makes Zensurance unique

  • Zensurance curates industry-specific insurance packages using data analytics.
  • Provides 24/7 claims support and online purchase in minutes.
  • Acts as brokerage securing best rates via high sales volume.

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Benefits

Remote Work Options

Hybrid Work Options

Comprehensive and Flexible Health and Dental Plans

Health Savings Account/Flexible Spending Account

Parental Leave

Home Office Stipend

Growth & Insights and Company News

Headcount

6 month growth

7%

1 year growth

7%

2 year growth

12%
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Zensurance’s products help small business owners protect and grow their businesses with confidence.

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