Head Of Creative (Remote Canada) Head Directive · Cad 175k-200k/Yr Toronto, Canada +4 More Workplace

Directive Consulting
is the leading B2B marketing agency for companies that are done optimizing for metrics that don't move the business. With over a decade of expertise and 420+ B2B brands behind us, we know what real results look like. We operate through 3 divisions:
Performance, Communications, and Commerce,
each built to share intelligence and align on revenue. Our methodology,
DiscoverabilityOS™, aligns brand and demand to guide your ICP to choose you across every decision point. Across Technology, Industrial, and Services verticals, that system spans everything from Paid Media and
Content
Marketing to PR and Paid Social to Marketplace and Lifecycle Marketing.
At Directive, we're always looking to connect with talented people who care about work that actually counts. As we grow across all 3 divisions, we're seeking forward-thinking people who thrive in fast-paced environments, are obsessed with analytics and storytelling, and are ready to make their mark doing B2B marketing that actually means something.
THE ROLEWe're looking for a Head of Creative to lead our Performance Design department — a team that sits at the intersection of creative craft and performance marketing. In this role, you will often wear two different “hats”. You'll be equally responsible for the strategic & financial direction of the department and the day-to-day development of the people and work within it. You'll inherit a team with strong momentum, an established methodology, and a clear positioning — and your job is to scale it.
This role reports to senior leadership and manages the full Performance Design team, including designers, project management, and motion contractors.
Creative Leadership & Output
Own the creative vision and quality standard for the Performance Design department
Ensure all work meets both craft and conversion benchmarks — great looking and built to perform
Review and elevate creative across paid social, display, video, and landing page formats
Build systems and workflows that help support excellent creative output for our clients both internally and externally.
Ensure we’re running campaigns vs. ads
Ensure we are testing & learning
Partner with Directive senior leadership to develop our unique and ownable creative process that supports DiscoverabilityOS
People Management & Team Development
Lead, coach, and develop a multidisciplinary team of designers and motion contractors
Set clear expectations, foster accountability, and build a culture where creative people do their best work
Identify growth opportunities for team members and actively invest in their development
Strategy & Client Partnership
Partner closely with paid media and client success teams to ensure the creative is data-informed from the start
Represent the department in new business pitches, cross-sell opportunities, and client conversations. While you will not be client-facing from a day-to-day perspective with our clients, you will be expected to meet with them monthly during leadership meetings to discuss quality & results.
Articulate the value of Performance Design as a strategic capability, not just an execution function.
Financial Ownership
Own and manage the department P&L - helping to make all budgeting decisions around staffing, tech investments, and other investments for the department.
Monitor margins, manage resourcing decisions with financial impact in mind, and ensure the department operates as a profitable, scalable business unit with monthly revenue targets and direct margin goals.
AI & Technology Integration
Lead adoption of AI creative tools across the team
Identify where emerging technologies can sharpen output and improve efficiency
Build AI into real production workflows — not just as a proof of concept
WHAT YOU OFFERExperience & Background
5+ years in creative roles within performance marketing, paid media, or growth-focused agency environments
Proven track record in managing creative teams and balancing creative quality with business outcomes
Comfortable presenting department strategy and financial projections to VPs and CMOs, just as much as reviewing a creative brief
Business Acumen
Strong understanding of how a creative department operates as a business
Direct experience managing or having visibility into P&L, margin, and resourcing decisions
You think like an owner and make decisions with financial impact in mind
AI & Tools
Hands-on experience with AI creative tools — generative image, AI-powered video, design analytics, or similar
Knows how to integrate AI into real production workflows, not just demo it
Experience with platforms like EyeQuant, Creatify, or Superside is a plus
Communication & Stakeholder Management
Strong communicator with executive presence who can translate creative thinking into business language
Track record of building trust with both creative practitioners and senior leadership
What Success Looks Like:In the first 90 days, you've built strong relationships across the team and key internal stakeholders, identified gaps in methodology and workflow, and begun making your mark on the department's output.
Within six months, you're running the department with full confidence — driving creative quality, owning margin targets, making smart resourcing decisions, and positioning Performance Design as a competitive differentiator in new business conversations.
WHAT WE OFFER
We have a set living wage at Directive;
The annual base salary range for this position based in the US is $175,000-$200,000 CAD. This salary range is an estimate, and the actual salary may vary based on Directive's compensation practices, job related skills, and depth of experience.
Medical, dental, vision plans, disability, and life insurance coverage for you and your family that fit your lifestyle
Including a 100% employer-paid plan for you and a 50% employer contribution for your dependents
Benefits to Support the Whole Person:
Mental - Access to certified therapists through Spring Health, membership to Headspace
Physical - Physical therapy through Omada, fertility support through Carrott, thousands of Aaptiv virtual workouts, complimentary One Medical membership for primary and virtual care
Time Off - Unlimited PTO (2-week minimum), Paid Company Holidays, Your Birthday Off, End of Year Recharge (Closed December 24 - January 1), Paid Parental Leave
Financial - Traditional and Roth 401(k) with a 3% company match
Bonus - Annual bonus based on tenure, which scales in total amount over time
WORK ENVIRONMENTDirective is a remote-first company. This role operates 100% virtually from your home office. We collaborate through Zoom and Slack. You will need a reliable setup, high-speed internet, and a professional working environment capable of running Adobe Creative Suite and video production software without interruption.
We accommodate global candidates in markets where Directive has established business operations, including Canada, Mexico, and the UK. Current, permanent work authorization in that country is required. Due to the nature of this role, you must be able to remain stationary for extended periods, operate design and video software on Mac or PC, and observe and interpret written and verbal communication consistently. Reasonable accommodations are available for qualified individuals with disabilities — contact View email address on ca.hrm.tc.
ADDITIONAL INFORMATIONAt Directive, one of our core values is People First. We are committed to fostering a diverse and inclusive culture in the digital landscape. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status.
If you require reasonable accommodations in completing this application, interviewing, completing any pre-employment testing, or otherwise participating in the employee selection process, please direct your inquiries to View email address on ca.hrm.tc.
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