Legal Counsel, Residential Underwriting (Hybrid)

Chicago Title Insurance Company; Toronto; Hybrid; CAD 80,000 - 110,000; Full time

Job summary

A leading title insurance provider in Toronto is seeking a Legal Counsel for Residential Underwriting. The ideal candidate will have a law degree and at least two years of experience in Residential Real Estate. Responsibilities include reviewing title insurance orders, assisting underwriters, and communicating with clients about policy coverage. This hybrid role offers a competitive compensation package and comprehensive benefits.

Benefits

Competitive Compensation Package

Comprehensive Group Benefits Plan

RRSP Program

Employee Stock Purchase Plan

Vacation and Personal Care days

Recognition for years of service

Annual Corporate Awards recognition

Qualifications

• Minimum two years of Residential Real Estate experience.
• Understanding of real estate conveyancing and real estate law.
• Proficient in both oral and written communication.

Responsibilities

• Review of title insurance orders for accuracy and quality control.
• Assist underwriters in analyzing difficult files.
• Communicate with clients to explain policy coverage.

Skills

Strong verbal communication skills

Strong written communication skills

Team player

Strong organizational skills

Time management skills

Ability to develop working relationships

Education

Law degree and member of the Law Society of Ontario

Tools

Microsoft Office Suite

Job description

Legal Counsel, Residential Underwriting (Hybrid)

• November 7, 2025

For over 70 years, Chicago Title has proudly provided security for Canada’s real estate transactions. When it comes to peace of mind, no detail is too small to overlook. From offering better value than anywhere else, and unmatched customer care, we will safeguard the real estate industry, one property at a time. Owned by Fidelity National Financial, North America’s largest title insurer, we are an industry leader in title insurance solutions, customer service, and real estate technology. Our focused, Canadian-based organization lets us respond quickly to our clients’ needs. We’re not just in the title insurance business; we’re in the client success business. We put the customer first, listening carefully to hear your unique needs and provide creative solutions. We strive for results, providing world-class products and services while continually innovating to improve what offer. We never rest, nurturing our workforce to be the top tier in the industry, letting our clients experience peace of mind. Reporting to the Manager, Residential Legal Counsel, the ideal candidate will be an experienced lawyer/notary who is highly professional; client-focused; understands real estate conveyancing/title issues and routinely deals with complex real estate matters.

Duties & Responsibilities

• Review of title insurance orders for accuracy and quality control
• Assist underwriters in the analysis of difficult or complicated files – review and analyze title opinions, title/off title searches and/or supporting documentation while applying the Company’s underwriting principles and guidelines
• Review private lender files
• Communicate with clients to explain policy coverage/answer challenging inquiries
• Perform legal research, often national in scope
• Participate in the development and review of guidelines and procedures
• Develop and update internal and external educational materials
• Attend real estate and title insurance industry functions

Qualifications:

• Law degree and member of the Law Society of Ontario (LSO)
• Minimum two (2) years of Residential Real Estate experience
• Understanding of real estate conveyancing and real estate law
• Strong verbal and written communication skills
• Team player who works well under pressure with minimal supervision
• Proven ability to develop working relationships at multiple levels of an organization
• Self-directed and motivated
• Strong organizational and time management skills
• Proficient in Microsoft Office Suite (Word, Excel, PowerPoint, etc.)
• Willingness to work overtime when required
• French language is an asset

As an employee of Chicago Title, you will have the satisfaction of working in a progressive and diverse organization. Together, we are a cohesive unit working towards one common purpose. We encourage a positive team-based atmosphere where every employee knows their efforts are making a difference. With a transparent business approach, every employee is aware of the direction of the company and accepts accountability for their actions.

Providing our employees with a nurturing environment and opportunities to grow and excel is one of our top priorities. We pride ourselves on fostering a fair and respectful environment that encourages employees to pursue their career goals. Our employees are passionate about providing the products, solutions and expertise our clients need for their success – and ours. Promotion and hiring from within are important trademarks of the Chicago Title way!

• Competitive Compensation Package
• Comprehensive Group Benefits Plan (Health and Dental)
• RRSP Program
• Employee StockPurchase Plan
• Vacation and Personal Care days
• Recognition for years of service
• Annual CorporateAwards recognition

Interested candidates should forward their resume via e-mail [e-mail] .

We thank all candidates for their interest but only those selected for an interview will be contacted.

Disclaimer: Chicago Title is an equal opportunity employer. Accessibility accommodations for candidates with disabilities participating in our selection process are available upon request.