Paralegal – Small Claims Litigation

Job summary

Manage Small Claims Court files from intake through judgment or enforcement, including drafting and filing court documents, handling disclosure, and tracking deadlines. Communicate with clients, opposing parties, and court staff; conduct legal research; and support negotiations, settlement conferences, and trial preparation.

Job details

About Powell Litigation Powell Litigation is a boutique civil litigation firm founded by Weston Powell, dedicated exclusively to advocating for individuals and small to medium-sized businesses across Toronto and Southern Ontario. We take on the disputes that matter most to our clients — from commercial and contractual conflicts to small claims, debt collection, employment, and estate litigation — and we resolve them with clear communication, cost-efficient strategy, and courtroom-ready preparation. We've been voted Best Law Firm by the Toronto Star Readers' Choice Awards, hold an A+ rating with the Better Business Bureau, and are backed by hundreds of five-star client reviews. Our approach is simple: straightforward communication, proactive planning, and aggressive advocacy when it counts. The Opportunity We are looking for an experienced Paralegal to take ownership of our Small Claims Court practice. This is a hands-on role for someone who knows the Small Claims process inside and out and can manage a caseload independently, from intake through to judgment and enforcement. This is an in-person position based at our downtown Toronto office, Monday to Friday, 9:00 AM to 5:00 PM. We work closely as a team, and this role requires being on-site to collaborate directly with counsel and staff. Key Responsibilities Draft and file Small Claims Court documents, including Plaintiff's Claims, Defences, Motions, and Notices Manage the full lifecycle of small claims files — intake, disclosure, negotiation, settlement conferences, and trial preparation Appear at settlement conferences and trials as permitted under Law Society of Ontario rules for licensed paralegals Conduct legal research on small claims and civil procedure matters Communicate directly with clients, opposing parties, and court staff Track deadlines, organize evidence, and maintain disclosure obligations Draft Offers to Settle and support settlement strategy What You Bring Licensed Paralegal in good standing with the Law Society of Ontario Minimum 5 years of experience handling Small Claims Court matters Strong working knowledge of the Rules of the Small Claims Court and the Courts of Justice Act Excellent drafting, legal research, and client communication skills Comfortable managing a high-volume caseload with minimal supervision A proactive, detail-oriented approach and sound judgment under pressure Why Join Powell Litigation Direct mentorship and collaboration with founder Weston Powell Real case ownership in a firm built on trial-readiness and results A collaborative, boutique environment with a strong team culture Competitive compensation of $60,000/year Next Steps Please apply in confidence to careers@powelllitigation.com. We thank all candidates for applying, but will only be reaching out if you have been selected for an interview. If hired, you will be joining one of the best legal teams in Canada. Benefits: Dental care Extended health care Life insurance Paid time off Vision care Application Question(s): Please briefly describe your experience managing Small Claims Court files from intake through to judgment or settlement. Please attach a writing sample. A legal document you've drafted (e.g., a factum, pleading, or motion) is preferred. Work Location: In person Powell Litigation is an equal opportunity employer and welcomes applications from all qualified candidates. Benefits: Dental care Extended health care Life insurance Paid time off RRSP match Vision care Powell Litigation | 80 Richmond St W, Suite 1300, Toronto, ON M5H 2A4 In-Person | Full-Time | Monday–Friday, 9:00 AM – 5:00 PM Salary: $60,000/year Please forward your resume to: jmichael@powelllitigation.com No Agencies or Recruiters Please.

What you’ll do

Manage Small Claims Court files from intake through judgment or enforcement, including drafting and filing court documents, handling disclosure, and tracking deadlines. Communicate with clients, opposing parties, and court staff; conduct legal research; and support negotiations, settlement conferences, and trial preparation.

Requirements

Must be a licensed paralegal in good standing with the Law Society of Ontario and have at least five years of experience handling Small Claims Court matters. Requires strong knowledge of small claims rules and civil procedure, excellent drafting, research, and communication skills, and the ability to manage a high-volume caseload independently.

Benefits

• Dental Care • Extended Health Care • Life Insurance • Paid Time Off • Retirement Savings Plan Matching • Vision Care

Listed skills

• Civil · Preferred
• Filing · Preferred
• Settlement · Preferred
• Collaboration · Preferred
• staff · Preferred
• Health · Preferred
• Client · Preferred
• Clear Communication · Preferred
• Communication · Preferred
• Time · Preferred
• Communication Skills · Preferred
• Tracking · Preferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

• Small Claims Court Litigation
• Legal Document Drafting
• Court Filing
• Caseload Management
• Legal Research
• Civil Procedure
• Rules of the Small Claims Court
• Courts of Justice Act
• Client Communication
• Disclosure Management
• Settlement Negotiation
• Trial Preparation
• Evidence Organization
• Deadline Management
• Settlement Strategy
• Judgment Enforcement

Job areas

• Legal