Underwriter

Ai Insurance Organization Inc.; Oakville; On-site; CAD 60,000 - 80,000; Full time

Job summary

A growing insurance company is seeking a detail-oriented Underwriter in Ontario to review tenant applications and ensure landlords are protected against financial risk. The role involves assessing rental applications, conducting tribunal checks, and collaborating with teams to enhance the approval process. Ideal candidates should have experience in underwriting or financial services, strong analytical skills, and proficiency in digital tools.

Benefits

Competitive compensation and benefits

Supportive team environment

Opportunities for professional development

Qualifications

• Experience in underwriting, credit assessment, financial services, or rental housing preferred.
• Strong analytical and decision-making skills.
• Excellent communication and documentation skills.

Responsibilities

• Review and assess rental applications for accuracy and eligibility.
• Conduct tribunal checks to identify potential red flags.
• Collaborate with internal teams to streamline the tenant approval process.

Skills

Analytical skills

Decision-making skills

Attention to detail

Education

Experience in underwriting or financial services

Tools

CRM systems

Underwriting platforms

Job description

About Us

Rental Deposits Now is transforming the rental housing industry by providing landlords with protection against rent defaults and property damage, while making rental properties more accessible to tenants. As part of Miller Company — a national licensed insurer, broker, claims administrator, managing general agency, and Lloyd’s of London coverholder — we deliver trusted financial security at scale.

Role Overview

We are seeking a detail-oriented and analytical Underwriter to join our growing team. This role is responsible for reviewing and verifying tenant applications as they progress through our onboarding process. The Underwriter ensures that every applicant meets our established credit box criteria and that landlords are fully protected against financial risk.

Key Responsibilities

• Review and assess rental applications for accuracy, completeness, and eligibility.
• Conduct Openroom tribunal checks (tenant/landlord tribunal history) to identify potential red flags.
• Verify applicants’ income-to-rent ratio and evaluate against our underwriting guidelines.
• Apply Rental Deposits Now’s credit box rules consistently to ensure fair and accurate decisions.
• Flag discrepancies, high-risk applications, or incomplete information for further investigation.
• Collaborate with internal teams to streamline the tenant approval process and maintain service-level standards.
• Maintain accurate records of underwriting decisions and rationales for audit and compliance purposes.
• Contribute to continuous improvement of underwriting guidelines, risk assessment tools, and workflows.

Qualifications

• Experience in underwriting, credit assessment, financial services, or rental housing preferred.
• Strong analytical and decision-making skills with a keen eye for detail.
• Familiarity with tenant screening, income verification, and tribunal/court record checks an asset.
• Ability to interpret and apply policies, procedures, and compliance requirements.
• Excellent communication and documentation skills.
• Proficient in using digital tools, CRM systems, or underwriting platforms.

What We Offer

• Opportunity to join a high-growth, innovative company reshaping the rental market.
• Competitive compensation and benefits.
• A supportive team environment with opportunities for professional development.
• The chance to directly impact landlord protection and tenant accessibility across Canada.