Legal Assistant Job Listings

Firm Name: Osler, Hoskin & Harcourt LLP
Posted: Wed. Oct 28, 2026
Location: Toronto
Salary Range: $57,000 to $72,000 CAD
Firm Size: Over 25
Vacancy Type: Replacement
AI Used? Yes
Job Type: Legal Assistant, Emerging & High Growth (EHG)

JOB DESCRIPTION

Osler, Hoskin & Harcourt LLP is one of Canada’s leading business law firms. Advising many of Canada’s corporate leaders, as well as U.S. and international parties with extensive interest in Canada, our more than 1,000 firm members are based in offices in Toronto, Montréal, Ottawa, Vancouver, Calgary and New York.

Osler prides itself on attracting and maintaining some of the brightest talent in the legal field. Our lawyers, students, management and staff have created a unique firm culture which nurtures mentoring and the exchange of ideas. Osler is a dynamic and exciting place to begin a career or carve out a new path. We care about our staff and the working environment here proves it.

We are currently recruiting for a Legal Assistant (LA) in our Emerging & High Growth Companies (EHG) Department. The LA will proactively and independently manage the practice and provide the LPs with a high level of support in order to enhance practice efficiency. Along with superior multi-tasking, administrative and communication skills, the successful candidate will demonstrate initiative, have the ability to work in a fast-paced environment, and provide excellent client service. 

This job posting is for an existing vacancy. 

Major Responsibilities

• Manage the LP's inbox by proactively monitoring and responding to emails to keep current on developments within files
• Maintain the LP's calendar, including organizing appointments and meetings, arranging facilities, AV/hospitality, preparing agenda, coordinating meeting attendees, and keeping LPs apprised of issues requiring attention. Booking travel arrangements as needed
• Point of contact with clients and various internal and external stakeholders to provide assistance and information as required. Develops and maintains effective relationships with clients
• Provide necessary support for LP’s roles in Firm management and on boards of not-for-profit enterprises
• Administer client accounts by ensuring time charges are submitted, following up on delinquent time charges with other LPs and LAs, reviewing and editing prebills, preparing invoices for review by LPs, verifying fees and disbursements, and addressing client inquiries
• Provide support for conference and other business development activities including speaking notes and presentation materials
• Support client development activities, such as managing LPs’ bios, entering/updating information into client relationship database, assisting with development of pitch materials
• Manage new file setup, including gathering and researching information for client intake process, workspace management, creating and managing files in document management system
• Coordinate document workflow including drafting, formatting, finalizing and distributing documents, correspondence and other materials. Effectively utilizes document production services and other resources for document production activities
• Receive, research, prepare for and follow up on audit inquiries
• Perform other duties as required to achieve Firm objectives

Position Requirements

Education and Experience 

The position requires the completion of a Community College diploma in Office, Legal or Business Administration plus a minimum of three years’ experience working in a professional services or legal environment. An equivalent combination of education, training and experience may be considered.  

Knowledge and Skills

• Experience supporting legal professionals and maintaining a high level of discretion and confidentiality at all times
• Excellent attention to detail, with strong written and verbal communication
• Strong technical skills (MS Office Suite)
• Organizational and time management skills required to effectively multi-task
• Highly responsive and able to successfully manage changing priorities
• Commitment to teamwork along with the ability to take initiative and work independently
• Takes full responsibility for assigned tasks
• Knowledge of legal procedures
• Drafting and proofreading skills  

Compensation 

The range of expected compensation for this position is $57,000 - $72,000 annually. Compensation offered will be based on a variety of factors including job-related knowledge, education, skills and experience. 

We are currently working in a hybrid work arrangement, which includes a requirement to work primarily in the office and flexibility to work remotely up to 1 day per week.

Accessibility and Accommodation 

We thank all applicants for their interest in Osler; however, only chosen applicants will be contacted. Osler is committed to fostering a diverse and inclusive work environment, and we welcome and encourage applications from people with disabilities and people with diverse backgrounds, identities, and cultures. Accommodations are available upon request for candidates in all phases of the selection process. 

Background and Reference Checks 

Please note that any offer of employment will be conditional upon background and reference checks, including a criminal record check, credit check, and employment and educational verifications. 

If you have the required background with the ability to provide exceptional customer service and wish to work in one of Canada's leading law firms, please reply in confidence with a cover letter and résumé by the closing date.  

Please note that we use artificial intelligence to screen, assess or select applicants for the position. 

APPLICATION INSTRUCTIONS

Please forward your resume to: mmakam@osler.com

No Agencies or Recruiters Please.

Firm Name: Osler, Hoskin & Harcourt LLP
Posted: Mon. Oct 26, 2026
Location: Downtown
Salary Range: 57,000 - 72,000
Firm Size: Over 25
Vacancy Type: Replacement
AI Used: Used
Job Type: Legal Assistant

Osler, Hoskin & Harcourt LLP is one of Canada’s leading business law firms. Advising many of Canada’s corporate leaders, as well as U.S. and international parties with extensive interest in Canada, our more than 1,000 firm members are based in offices in Toronto, Montréal, Ottawa, Vancouver, Calgary and New York.

Osler prides itself on attracting and maintaining some of the brightest talent in the legal arena. Our lawyers, students, management and staff have created a unique firm culture which nurtures mentoring and the exchange of ideas. Osler is a dynamic and exciting place to further your career or carve out a new path.

We currently have an opening for a Legal Assistant to work in our After-Hours Document Support Centre (“Pod”) Monday - Wednesday 5:00 p.m. to 12:30 a.m. and Saturday - Sunday 9:00 a.m. to 5:00 p.m. We are seeking an individual who demonstrates initiative and can consistently produce high-quality work in a fast-paced environment with competing priorities and tight deadlines. The successful candidate will possess superior proofreading, organizational, and time management skills, with the ability to manage multiple assignments simultaneously and ensure accurate, timely completion of work.

This job posting is for an existing vacancy. 

Major Responsibilities

• Create, revise and format documents to Firm standards
• Convert PDF to Word or Excel Documents; clean and format the conversion
• Run various blacklines/comparisons of documents
• Troubleshoot and resolve document formatting
• Answer Document Support line, monitor inboxes for work and provide primary document support to legal assistants and legal professionals within the Firm
• Produce high-quality work while maintaining and enhancing technical proficiency through ongoing learning and role-specific training
• Conduct thorough quality reviews and proofreading to ensure accuracy, consistency, and timely completion of assignments

Position Requirements

Education and Experience

The successful incumbent will have a Community College Certificate in a Legal Secretarial Assistant program or an equivalent credential, along with strong proficiency in the Microsoft Office Suite. A minimum of one to two years of experience in a Legal Assistant role is required. An equivalent combination of education, training, and experience is acceptable.

Knowledge and Skills

• Strong client service, communication, and collaboration skills
• Excellent organizational, time management, and prioritization skills, with the ability to manage multiple deadlines in a fast-paced environment
• Strong attention to detail and commitment to producing accurate, high-quality work
• Advanced technical proficiency in Microsoft Word, Excel, PowerPoint, Outlook, Adobe Acrobat, iManage, Litera, and other role-specific applications
• Ability to work independently, exercise sound judgment, and handle confidential information with discretion

Compensation

The range of expected compensation for this position is $57,000 - $72,000 annually. Compensation offered will be based on a variety of factors including job-related knowledge, education, skills and experience.

We are currently working in a hybrid work arrangement, which includes a requirement to work primarily in the office and flexibility to work remotely up to 2 days per week.  

The working hours for this position are Monday - Wednesday 5:00 p.m. to 12:30 a.m. in-office, and Saturday - Sunday 9:00 a.m. to 5:00 p.m. remote.    

Accessibility and Accommodation

We thank all applicants for their interest in Osler; however, only chosen applicants will be contacted. Osler is committed to fostering a diverse and inclusive work environment, and we welcome and encourage applications from people with disabilities and people with diverse backgrounds, identities, and cultures. Accommodations are available upon request for candidates in all phases of the selection process.

Background and Reference Checks

Please note that any offer of employment will be conditional upon background and reference checks, including a criminal record check, credit check, and employment and educational verifications.

If you have the required background with the ability to provide exceptional customer service and wish to work in one of Canada's leading law firms, please reply in confidence with a cover letter and résumé by the closing date.

Candidates who are interested in the opportunity can submit their application using this link: Legal Assistant, Document Support - After Hours | Business Professionals Opportunities

Please note that we use artificial intelligence to screen, assess or select applicants for the position. 

No agencies or phone calls/emails please. 

Firm Name: Minken Employment Lawyers
Posted: Mon. Oct 26, 2026
Location: Markham/Hybrid
Salary Range: $55,000-$70,000
Firm Size: Under 25
Vacancy Type: New
AI Used: Used
Job Type: Legal Assistant

Do you enjoy working in a collaborative environment where your contributions are valued and your work makes a meaningful difference to clients?  We are seeking an experienced, organized, proactive, and detail-oriented Legal Assistant/Law Clerk to join our collaborative and supportive team.  This is an excellent opportunity for a legal professional who enjoys managing a variety of responsibilities, taking initiative, and working closely with lawyers and clients in a fast-paced practice.

For over 36 years, Minken Employment Lawyers has been recognized as a leading employment law boutique, advising employees, employers, law firms, corporate counsel, and HR professionals on workplace matters.

Why Join Minken Employment Lawyers?

• A collegial, supportive, and respectful team environment;
• Meaningful work in a well-established employment law practice;
• Direct involvement in a broad range of client matters;
• Hybrid work flexibility, competitive compensation and comprehensive benefits package;
• Opportunities to develop and expand your skills and experience; and
• A flexible start date and accommodation of pre-arranged vacation plans. 

What You'll Do

• Conduct client intake, including completion of client identification and verification requirements;
• Maintain accurate, up-to-date, and well-organized electronic client files from opening through closing and archiving;
• Manage calendars, deadlines, and competing priorities;
• Schedule and coordinate meetings, mediations, court attendances, and examinations;
• Compile, prepare, and proofread correspondence, legal documents, and court materials;
• Communicate professionally, both verbally and in writing, with clients, counsel, and other parties while handling confidential information with discretion;
• Record time and prepare invoices using legal accounting software; and
• Provide legal administrative and clerical support as required.

What You'll Bring

• Five (5) or more years of employment law or litigation experience preferred; however, candidates with less experience and strong qualifications may also be considered;
• Strong technology skills, including proficiency with Microsoft 365;
• Exceptional attention to detail and excellent proofreading, research, communication, organizational, and problem-solving skills;
• Ability to take initiative, exercise good judgment, and work effectively both independently and as part of a team;
• Working knowledge of the Ontario Rules of Civil Procedure; and
• ILCO membership, an ILCO Litigation Certificate, or a Legal Assistant/Law Clerk diploma is considered an asset. While this position is intended for a Legal Assistant/Law Clerk, we welcome applications from individuals with paralegal education and relevant experience who are interested in pursuing a Legal Assistant/Law Clerk role, but not to practice in a Licensed Paralegal capacity.    

How to Apply

Please apply in confidence with your résumé, transcripts (where applicable), and references to:

Natasha Krestinina, Office Manager at admin@minken.com.

Applications will be accepted until the position is filled. Only candidates selected for an interview will be contacted.  If you require accommodation at any stage of the recruitment process, please let us know. We will work with you to meet your needs in accordance with applicable accessibility legislation. 

Equal Opportunity Employer

We welcome applications from qualified candidates of all backgrounds and are committed to fostering an inclusive, respectful, and accessible workplace. Candidates must be legally authorized to work in Canada. Candidates authorized to work in Canada under a valid work permit are encouraged to include a copy with their application. Employment offers are conditional upon satisfactory criminal background and educational credential checks.

www.MinkenEmploymentLawyers.com

 No Agencies or Recruiters Please.

Firm Name: Wilson Lue LLP
Posted: Fri. Oct 23, 2026
Location: Hybrid Remote
Salary Range: $50k-$60k CAD
Firm Size: Under 25
Vacancy Type: New
AI Used: Not Used
Job Type

• Trademark Clerk or Trademark Assistant
• General
• Legal Assistant

Wilson Lue LLP is a leading Canadian intellectual property boutique based in Toronto, Ontario.

We’re excited to welcome a skilled, mid-level Intellectual Property Assistant to our team. Our assistants and lawyers thrive in a flexible hybrid/remote environment. In this dynamic role, you will support intellectual property professionals while contributing to essential administrative and accounting services.

You will have the opportunity to work in a modern, paperless environment alongside an established team and an employer guided by strong core values. Your daily responsibilities will include:

• Efficiently processing and filing correspondence from clients, foreign associates, CIPO, and the USPTO;
• Keeping critical due dates organized and up to date in PATTSY WAVE, our docketing system;
• Proactively reporting to and following up with clients to help keep deadlines on track, while supporting professionals with filing and prosecution tasks;
• Preparing and drafting routine correspondence and legal documents;
• Invoicing clients and following up on accounts receivable within established turnaround times;
• Responding promptly and professionally to routine client inquiries;
• Stepping in to support other assistants across the firm as needed;
• Taking on other duties as assigned.

We are looking for a motivated professional who brings the following qualifications:

• 3+ years of hands-on trademark docketing and clerical experience in an intellectual property environment;
• Strong Microsoft Office skills, including Word and Excel, plus the curiosity and aptitude to learn new software and technology;
• Experience with law firm billing software and IP docketing software, preferably PCLaw and PATTSY WAVE;
• Clear, confident, and professional English-language communication skills, both written and oral;
• A sharp eye for detail, a commitment to accuracy, and the ability to perform under pressure with minimal supervision;
• A responsible, reliable, and punctual approach, with the ability to stay productive in a hybrid/remote, paperless environment;
• A collaborative mindset, strong team skills, and the initiative to take ownership of your work.

Certification as a Canadian Trademark Administrator will be considered a valuable asset.

Ready to apply?

Send your resume and cover letter to recruiting@wilsonlue.com. We appreciate every application; only candidates selected for an interview will be contacted.

No Agencies or Recruiters Please.

Firm Name: Thomas Gold Pettingill LLP
Posted: Mon. Oct 19, 2026
Location: Toronto
Salary Range: $65,000-$80,000
Firm Size: Over 25
Vacancy Type: Replacement
AI Used: Not Used
Job Type: Legal Assistant

Thomas Gold Pettingill LLP, a firm with expertise in commercial litigation and insurance law, is currently recruiting for an intermediate to senior-level litigation assistant to provide administrative support to two to three lawyers in the areas of accident benefits and insurance defence/tort litigation.  The ideal candidate will be outgoing and professional with superior clerical and organizational skills, with precise attention to detail, quality of work and accuracy. The candidate will possess strong verbal and written communication skills, be able to prioritize and juggle several tasks simultaneously.

Responsibilities:

• Assist in managing busy insurance litigation practices. 
• Liaise with clients and opposing counsel in a professional manner and with diplomacy;
• Electronic assembly of pleadings, affidavits, motion records, motion confirmation forms, facta and books of authorities, etc.
• Scheduling of examinations for discovery, mediations, pre-trials, court-mandated conferences, etc.
• Online filing of pleadings and coordination with court offices regarding trial and motions bookings and related court document filings;
• Drafting cover/service letters and coordinating delivery of documents;
• Knowledge of Accident Benefits and LAT mediation/arbitration procedures;
• Providing basic administrative tasks (including typing, editing, formatting, proofreading, filing, printing, saving of documents, photocopying, handling incoming and outgoing mail, maintenance of contacts and calendar, entering dockets, coordination of meetings, etc.)

 Qualifications:

• 5 to 10 years working experience as a litigation assistant, preferably in an insurance defence environment.
• Knowledge of the Rules of Civil Procedure and court practice and procedures at various levels, including but not limited to Notices to the Profession and Regional Practice Directions.
• Solid typing and computer skills; proficiency in a suite of applications including but not limited to: Microsoft Office, document management systems (i.e. Net Documents), and legal accounting software (i.e. Soluno).
• Excellent written and verbal English skills, including spelling and grammar.
• Ability to prioritize, adjust to changing priorities, and successfully complete numerous short and long-term assignments simultaneously in a team environment.
• Ability to deal effectively with all levels of management while being a team player.

Approximate start date:  as soon as available

Interested and qualified applicants should forward a covering letter and resume by e-mail [noting Intermediate Litigation Assistant position in the re-line] to:

Ellyson O’Donnell
Office Manager

E-mail:  eodonnell@tgplawyers.com

We thank all applicants for their interest in this position; however, only those individuals selected for an interview will be contacted.

No telephone enquiries or agencies please.

Firm Name: Stohn Hay Cafazzo Heim Finlay LLP
Posted: Thu. Oct 08, 2026
Location: Downtown Toronto
Salary Range: $55,000-$65,000
Firm Size: Under 25
Vacancy Type: New
AI Used: Used
Job Type: Law Clerk, Legal Assistant

Entertainment & Media Law | Downtown Toronto

Position: Permanent, Full-Time
Location: Downtown Toronto – 4 days in office
Compensation: Competitive and commensurate with experience and education

About the Role

We are looking for a highly organized, proactive and detail-oriented Legal Assistant / Law Clerk with some experience in corporate law to support a busy law firm focused on entertainment, media and creative-industry clients.

This role is ideal for someone who takes ownership, is comfortable managing competing priorities, and is organized and efficient.

Experience in entertainment, media or production is an asset but not required.

Key Responsibilities

• Coordinate routine corporate matters, including incorporations, annual filings, minute books and corporate records.
• Coordinate client onboarding, conflict checks, retainers, engagement letters and new matter openings.
• Track outstanding documents, signatures, instructions, deadlines and follow-ups.
• Maintain organized files, tracking lists, checklists and systems to ensure deadlines and commitments are met.
• Conduct regular reviews of outstanding matters and proactively follow up on items requiring attention.
• Manage calendars, meetings, appointments, business lunches, travel, catering and scheduling logistics.
• Coordinate conferences, festivals, industry events and related travel arrangements.
• Manage expenses, receipts, credit-card documentation and reimbursements.
• Provide day-to-day administrative and executive support, including office logistics, couriers and supplies.

Qualifications

• Law Clerk diploma or equivalent legal assistant/law clerk experience.
• 3–5 years of experience in a corporate law clerk or legal assistant role.
• Experience with Ontario and/or federal corporate filings.
• Familiarity with minute books and corporate records.
• Excellent organizational, communication and file management skills.
• Strong attention to detail and ability to manage multiple priorities.
• Proactive, resourceful and able to work independently with minimal supervision.

What We Offer

• Exposure to dynamic clients in the entertainment and creative industries.
• Collaborative and entrepreneurial work environment.
• Competitive compensation and benefits package.

How to Apply

Please submit your resume and brief cover letter to Jessica Samson at jessica@stohnhay.com, outlining your experience and qualifications.

No Agencies or Recruiters Please.

Firm Name: Dutton Brock LLP
Posted: Wed. Oct 07, 2026
Location: Toronto
Salary Range: $75,000-80,000
Firm Size: Over 25
Vacancy Type: Replacement
AI Used: Used
Job Type: Legal Assistant

Dutton Brock LLP is a mid-sized Commercial Insurance litigation and Insurance Defence firm, dedicated to providing exceptional legal services to all our clients. We offer an excellent work environment with a competitive compensation package.

We are looking for a Legal Assistant with 6-10 years of experience working in Insurance Defence. The ideal candidate will need strong administrative skills with a solid understanding of the Rules of Civil Procedure. The role requires an individual with a professional attitude who will provide support to their lawyer with an emphasis on delivery of excellent service to our clients. To succeed in this role you will need the ability to manage multiple priorities and deadlines with minimal supervision as well as demonstrate discretion with strong organizational and communication skills. We are currently operating a hybrid work model, this position is required to be in the office a minimum of two days a week.

Primary Responsibilities:

• Monitor deadlines, send reminders and assist lawyer in preparing and filing timely responses to deadlines.
• Draft, prepare and proofread correspondence and various documents and forms including initial letters to client, and opposing counsel.
• Ensure court filings are completed in an accurate and timely manner.
• Scheduling various events, including but not limited to: examinations for discoveries, motions, mediations and settlement conferences etc.
• Assist in preparation and assembly of briefs and records.
• Prepare releases, consents and orders, and settlement disclosure notices.
• Ensure all physical and electronic filing is organized and up-to-date.
• Fax, scan, photocopy and bind documents.
• Transcribe digital dictation.
• Various administrative support tasks including but not limited to: managing incoming mail and emails, accounting, opening and closing files, expense claims, and ensuring adherence to client protocols and firm procedures.
• Updating and maintaining lawyer’s calendar.
• Other legal and administrative tasks as assigned.

Experience/Qualifications:

• Minimum 6+ years working as a legal assistant (Insurance Defence Tort experience is an asset).
• Post-secondary education in legal administration or equivalent.
• Knowledge of the Rules of Civil Procedure.
• Strong technical skills including Microsoft Office, ProLaw
• Excellent oral and written communication skills including strong grammar, spelling and proofreading capabilities.
• Strong organizational, multi-tasking, and time-management skills.

Please forward your resume to: careers@duttonbrock.com

No Agencies or Recruiters Please.