Senior Legal Counsel

Accountants Now; Winnipeg; On-site; CAD 125,000 - 150,000; Full time

Job summary

A leading Canadian technology firm is seeking a Senior Legal Counsel to provide strategic legal advice on technology and commercial matters. The ideal candidate will have over 8 years of experience, a law degree, and strong negotiation and communication skills. Join a collaborative environment focused on innovation and client service in Winnipeg, Manitoba.

Qualifications

• 8+ years of post-call legal experience in a law firm or corporate in-house role.
• Licensed in Manitoba or eligible for transfer.
• Deep knowledge of technology and commercial law.

Responsibilities

• Provide legal guidance on commercial and technology matters.
• Draft and negotiate agreements including NDAs and MSAs.
• Lead negotiations and assess legal risks.

Skills

Negotiation skills

Analytical skills

Business acumen

Communication skills

Relationship-building skills

Education

Bachelor of Law (LL.B.) or Juris Doctor (J.D.)

Job description

Senior Legal Counsel

Application deadline: July 11, 2025

• Location: Winnipeg, MB
• Type: Executive | Professional
• Job #: 22457

Pinnacle is exclusively recruiting a Senior Legal Counsel to join the dynamic team at Payworks. Reporting to the General Counsel & Privacy Officer, you will serve as a trusted legal advisor, delivering practical and strategic counsel on a wide range of technology, commercial, and business matters.

If you’re a highly skilled, self-motivated legal professional seeking to make a meaningful impact at a fast-growing Canadian company, we want to hear from you. Apply today by sending your resume to Dan!

About Payworks Inc.:

Our client, Payworks Inc., is a leading Canadian provider of cloud-based workforce management solutions, proudly serving businesses nationwide. Headquartered in Winnipeg, Manitoba, Payworks offers a comprehensive suite of services—including Payroll, Human Resources, Time and Absence Management, and Employee Self Service. Committed to innovation, accuracy, and client service, Payworks empowers organizations of all sizes to streamline operations and manage their people confidently.

Recognized as a Platinum Club member of Canada’s Best Managed Companies, Payworks fosters a collaborative and inclusive culture rooted in integrity, excellence, and continuous improvement.

Your Responsibilities as a Senior Legal Counsel:

1. Legal Advisory: Partner with technology, sales, and business teams to provide guidance on complex commercial and technology-related matters.
2. Contract Management: Draft, review, and negotiate agreements including software, cloud services, data/AI, licensing, vendor, and client contracts (e.g., NDAs, MSAs, SOWs, RFPs).
3. Strategic Negotiation: Lead negotiations, assess legal risks, and develop creative, business-aligned solutions.
4. Stakeholder Collaboration: Build trusted relationships with internal teams, external partners, and advisors.
5. Compliance & Best Practices: Monitor regulatory changes, industry trends, and update legal templates, policies, and procedures to ensure compliance and innovation.
6. Legal Operations Support: Provide legal input on internal processes, vendor risk, training, and technology-related initiatives.
7. External Counsel Management: Coordinate with external legal advisors as needed.
8. Special Projects: Contribute to strategic initiatives and projects that advance business goals and objectives.

What We’re Looking For in a Senior Legal Counsel:

1. 8+ years of post-call legal experience in a law firm or corporate in-house role.
2. Bachelor of Law (LL.B.) or Juris Doctor (J.D.) from an accredited Canadian university; licensed in Manitoba (or eligible for transfer).
3. Deep knowledge of technology and commercial law; experience in payroll or financial services is an asset.
4. Strong negotiation, analytical, and business acumen.
5. Ability to work independently in a fast-paced, evolving environment.
6. Excellent communication, relationship-building, and collaboration skills.
7. Commitment to ongoing learning and development.
8. Bilingualism (French / English) is a plus.

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