Legal Assistant – Litigation & Settlement Support (US litigation & settlement support experience is required)

Application Deadline: 3 October 2026

Department: Operations

Employment Type: Full Time

Location: Toronto

Compensation: $5.00 - $6.00 / hour

Description

• Draft, prepare, format, and proofread legal documents, pleadings, motions, letters, notices, settlement documents, and other case-related correspondence.
• Prepare documents based on attorney instructions, case information, and applicable templates.
• Review documents for accuracy, completeness, formatting, and consistency before attorney review or filing.
• Assist attorneys in preparing documents and materials needed for hearings, negotiations, and settlements.
• Prepare and file documents with U.S. federal and state courts through applicable e-filing systems.
• Monitor filing deadlines, court dates, response deadlines, and other case milestones.
• Confirm successful filing and maintain records of court submissions and confirmations.
• Organize and maintain electronic case files, pleadings, correspondence, exhibits, and supporting documentation.
• Assist attorneys with case preparation and general litigation-related tasks.
• Communicate professionally with clients regarding case updates, documentation, scheduling, and follow-ups as directed by the attorney.
• Communicate with opposing counsel, their legal assistants, courts, and other parties regarding procedural and administrative matters.
• Draft professional correspondence and responses for attorney review.
• Follow up on outstanding documents, requests, deadlines, and case-related matters.
• Assist attorneys with settlement discussions and negotiations when needed.
• Prepare settlement-related documents, correspondence, and supporting materials.
• Communicate with opposing counsel regarding settlement logistics and documentation as directed.
• Track settlement offers, counteroffers, agreements, and outstanding requirements.
• Coordinate the completion and exchange of settlement documents.
• Escalate substantive legal decisions, legal advice, or negotiation decisions to the supervising attorney.
• Conduct basic legal and case-related research as assigned.
• Gather and organize relevant case information and supporting documentation.
• Maintain accurate case notes, calendars, and task lists.
• Assist with general administrative and case-management responsibilities.
• Handle confidential client and case information with discretion.

Hard Requirements:

• 2+ years of experience as a Legal Assistant, Litigation Legal Assistant, Paralegal, or similar legal support position.
• Previous experience working with a U.S.-based law firm or U.S. legal matters.
• Hands-on experience drafting legal documents and correspondence.
• Experience with U.S. court filing and e-filing procedures.
• Familiarity with litigation procedures, legal terminology, and case documentation.
• Experience communicating with clients and/or opposing counsel.
• Strong written and verbal English communication skills.
• Excellent attention to detail and document accuracy.
• Strong organizational and time-management skills.
• Ability to manage multiple cases, deadlines, and priorities.
• Ability to work independently while following attorney instructions.
• Strong understanding of confidentiality and appropriate handling of sensitive legal information.
• Experience supporting civil litigation matters.
• Previous experience assisting with settlements or negotiations.
• Experience communicating directly with opposing counsel.
• Familiarity with U.S. state and/or federal court systems.
• Experience with legal practice management or case-management software.
• Experience with platforms such as Clio, MyCase, Litify, Filevine, PracticePanther, or similar systems.

Schedule:

• 40 hours per week
• Monday to Friday
• 9AM - 5PM Eastern Standard Time Zone

Offer and Benefits:

• Weeks 1–6: $5 USD/hour
• Weeks 7-12: $6 USD/hour 
• Weeks 13 onwards: $7 USD/hour