Legal and Business Affairs Director

Job Title: Director, Business & Legal Affairs
Department: Business & Legal Affairs
Location: Hybrid / Toronto or Montreal
Reports to: Chief of Staff & Strategy
About Kensington Grey
Kensington Grey is a leading influencer management firm specializing in representing diverse talent across various platforms and amplifying underrepresented voices. We work with top-tier talent to develop their brand, negotiate partnerships, and maximize their impact in the digital space. Our mission is to foster diversity, equity, and inclusion within the influencer landscape, amplifying underrepresented voices and driving meaningful change in the media and entertainment industry.
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.
✅

Employment type
Full-Time

Work arrangement
Yes