Legal & Compliance Specialist

Who we are:

• Financeit is a point-of-sale financing provider serving some of the largest home improvement and retail organizations in Canada.
• Our platform helps businesses close more sales by offering customers affordable monthly payment options for their next big home improvement, vehicle or retail purchase.
• We are small enough that you can make an impact within the company and large enough to make an impact in the market.

Financeit is a company where collaboration, inclusivity, fairness, and respect aren’t just ideas that get talked about, but are part of who we are. If such a workplace intrigues you, we hope you’ll join us.

About the role:

The Legal & Compliance Specialist will take the lead on managing our small claims litigation files and support broader legal and compliance activities within Financeit’s Legal team. Reporting to the Chief Compliance Officer, this role may include preparing legal documents and correspondence, assisting with regulatory inquiries, and partnering with internal teams to provide timely, accurate support.

What you'll do:

• Manage end-to-end small claims court files, including preparing pleadings, communicating with opposing counsel.
• Attend settlement conferences and trials, and negotiate resolutions as needed.
• Track and manage all court dates, deadlines, filings, and key milestones to ensure accurate and timely progression of files.
• Support the Legal team with day-to-day operational needs, including preparing administrative documents, handling filings, and coordinating meetings.

5+ years of experience as a licensed Paralegal in Ontario. Hands-on experience managing small claims files end-to-end (drafting and filing pleadings, communicating with represented and unrepresented parties, attending settlement conferences, and preparing for/arguing trials).

• Working knowledge of Ontario consumer protection legislation.
• Strong understanding of legal concepts, principles, and terminology.
• Ability to travel for matters originating outside of the GTA, as needed.
• Strong communication, writing, and interpersonal skills, with a professional and service-oriented approach.

Highly organized and detail-focused, with solid research skills and the ability to maintain accurate records and filing systems. Proficient in MS Office (Excel, PowerPoint, Word). Adaptable, resourceful, and comfortable working in a fast-paced environment.

Winner of Canada’s Most Admired Corporate Cultures, twice. We offer more than just the basics, take advantage of:

• An award-winning culture with a collaborative & inclusive team.

Competitive pay and performance-based bonus:

• Committed to flexible work arrangements, offering hybrid workplace options.
• Comprehensive medical, dental and vision coverage + Lifestyle Account.
• RRSP Matching and Parental Leave Top UP Program.
• In office massage, meditation & workout sessions.
• Virtual events such as Lunch & Learns, company parties, fun team activities and charity initiatives.
• Career learning and development programs.