Job Title: Director, Business & Legal Affairs
Department: Business & Legal Affairs
Location: Hybrid / Toronto or Montreal
Reports to: Chief of Staff & Strategy

Position Overview

The Director, Business & Legal Affairs is a strategic and operational leader responsible for overseeing the organization's legal function while acting as a key business partner across departments. This role combines legal expertise with commercial acumen to support contract negotiations, mitigate risk, and drive efficient, scalable processes. The Director will play a critical role in shaping deal structures, improving legal workflows, and ensuring timely execution of agreements in alignment with business objectives.

Key Responsibilities

• Support a team of Contract Specialists in the execution a high volume of commercial agreements, including talent, brand partnership, and vendor contracts
• Responsible for improving our MSA list with major partners for expedited contract processing
• Provide practical, business-oriented legal advice to internal stakeholders
• Partner with teams to structure deals that balance risk while supporting revenue growth and strategic priorities

• Evaluate and improve the contract redline review process to increase speed, consistency, and accuracy
• Implement scalable systems and best practices to streamline contract workflows and approvals
• Drive continuous improvement across the full contract lifecycle
• Assess legal and business workflows to identify inefficiencies and implement solutions

• Collaborate with cross-functional teams to ensure seamless contract execution and communication
• Support the integration of tools or technologies to enhance legal operations

• Lead, mentor, and develop Contract Specialists, fostering a high-performing and solutions-oriented team
• Provide clear direction on priorities, workload management, and professional growth
• Oversee daily legal operations to ensure timely and high-quality output

• Develop and maintain standardized templates, playbooks, and process documentation
• Educate internal teams on contract standards, negotiation guidelines, and legal best practices
• Promote consistency and efficiency in how agreements are managed across the organization

• Collaborate closely with Finance, Talent Management, Brand Partnerships, Campaign Management, and PR teams
• Align legal processes with broader company goals and revenue-driving initiatives

• Monitor and report on key metrics such as contract turnaround time, deal cycle efficiency, and bottlenecks
• Use data to inform process improvements and support strategic decision-making
• Provide insights and reporting to senior leadership

• Ensure all agreements and processes comply with applicable laws, regulations, and internal policies
• Identify potential legal and business risks and recommend mitigation strategies
  Maintain strong governance and oversight of contractual obligations

• Review and provide oversight on all fully executed agreements (FEAs)
• Ensure accuracy, completeness, and proper documentation of all finalized contracts

Qualifications

• 8+ years of experience in business affairs, legal counsel, or a similar role (in-house or law firm)
• Strong experience negotiating commercial contracts, ideally within media, entertainment, or influencer marketing
• Demonstrated ability to balance legal risk with business objectives
• Experience leading and developing teams, with a history of 2+ direct reports
• Proven track record of improving legal processes and workflows (experience developing within a start-up organization is an asset).
• Strong stakeholder management and cross-functional collaboration skills
• Excellent communication, negotiation, and problem-solving abilities
• High attention to detail and sound judgment in fast-paced environments
• Demonstrated competency in risk assessment and mitigation, while exercising business-minded legal judgement

At Kensington Grey, we believe in fostering a dynamic and rewarding work environment where talent thrives.

As a valued member of our team, you'll enjoy:

Competitive Compensation - We recognize your expertise with a salary and bonus structure that reflects your impact.

Exciting Brand Collaborations - Work with top-tier talent, global brands, and high-profile campaigns that shape the entertainment and digital landscape.

Innovative & Collaborative Culture - Join a passionate team that values creativity, fresh ideas, and a hands-on approach to success.

Comprehensive Benefits Package - Enjoy health insurance, retirement plans, and additional perks that make a difference.

Networking & Industry Access - Gain exclusive access to industry events, brand partnerships, and top-tier connections that fuel your professional growth.

Be part of a company that values your contributions and empowers you to make an impact.

Ready to grow with us?

Only applicants selected for interview will be contacted.

Thank you!