Head of Events & Experiential in Toronto

Toronto, Ontario · Full-time · Hybrid – Min three days/week in office. North American travel required.

Events & Experiential Leader with:

• Love for creating unforgettable experiences with measurable business impact.
• Creative instinct to imagine what others can’t, and production mastery to make it real.
• Instinct to identify opportunities, win work, and grow profitable client relationships.
• Exceptional judgment and composure when complexity rises, and plans meet reality.
• Relentless attention to detail, with the judgment to know which details matter most.
• Entrepreneurial drive to build a repeatable practice, capable team, and scalable system.
• Leadership presence to inspire confidence, align teams, and bring out their best.

Scope What this role entails:

Mission: Build an event and experiential practice that turns creative ideas into measurable enterprise results.

The opportunity: This role is for a leader who questions convention, is driven to build, and eager to break the mould. You’ll build on a foundation of existing events capabilities, supporting ambitious enterprise clients. You’ll work with a creative multidisciplinary team, and a seasoned and supportive executive team. You’ll have budget, autonomy, and a runway to achieve clear targets.

Your mandate: Transform our existing events support work into a focused, repeatable and commercially significant enterprise offering. Define the methodology, develop the team, build the proof, establish the partnerships and systems, win larger engagements, and grow events revenue. Identify, pitch, and win curated, one-of-a-kind experiences that business attendees will talk about for years after.

The offer:

• Salary range of $150K – $200K, based on capability, competency, and experience.
• Higher autonomy with greater role effectiveness.
• Career support system with clear paths to growth and leadership.
• Benefits package (family, health, wellness, dental, vision, prescription, etc).
• Paid time off (holidays, vacation, sick and wellness days, etc).
• Warm office environment with designated desks and a fully stocked kitchen.
• And more to support the whole you.

Casting Criteria Culture Alignment Expectations for team:

• Team leader-player in it for the long game.
• Lifelong learner exemplifying a growth mindset.
• Exemplify company core values: Health – Wisdom – Teamwork.
• Aim for excellence and keep raising the bar.
• Prefer open and direct communication and feedback.
• Embrace the messy reality of life and work with optimism.
• Embody a strong back, soft front, open mind, light heart, high EQ, and enduring grit.
• Work in a hybrid environment (min 3 days in-office, with flexibility).

Competency + Proficiency What it takes to rock this role:

• End-to-end Production: Detail-oriented producer who empowers teams to transform vision into reality. You’ve led complex productions end-to-end, owning scope, schedules, budgets, venues, vendors, logistics, show flow, rehearsals, risk management and live delivery. Audience sizes range from 10 attendees (bespoke, executive events) to 5,000+ (enterprise conferences, trade shows).
• Business Development: Growth-minded leader who transforms business challenges into winnable engagements. You’ve worked with Marketing and Account teams to uncover opportunities, shape proposals, win work, and grow enterprise accounts.
• Financial Stewardship: Disciplined operator who owns their department’s P&L. You’ve owned pricing, estimating, forecasting, margins, pipeline visibility, revenue and profitability. You’ve protected margins and led profitable events.
• Capability Building: Systems architect who makes excellence repeatable. You’ve established playbooks, tools, partner networks, measurement scorecards and quality standards that allow teams to scale without lowering the bar.
• Servant Leadership: Relentless practitioner and student of leadership by serving, not authority. You know when to push, when to pull, and when to be still.
• Team Building: Experienced builder of A-Player Teams. You’ve owned the hiring, coaching, mentoring, advancing, and, when required, the terminating of personnel.
• Hospitality Instinct: Warm, perceptive host who makes people feel welcomed, connected and considered. You instinctively read the room, shape its energy, connect the right people, and create the conditions for meaningful relationships.
• Creative Courage: Courageous creative able to generate and champion bold concepts. You’ve sold big ideas and carried them to exceptional execution.
• Strategic Thinking: Strategic thinker who sees how events and experiential can solve business problems. You’ve turned business challenges into clear objectives, purposeful experiences, and measurable results.
• Marketing Obsession: Discerning connoisseur of marketing who sees the whole system. You see experience beyond the event, through microsites, case studies, white papers, follow-up content, and social campaigns.

Suitability How to qualify for this role:

This is not a learning-on-the-job role. You are able to demonstrate competency and proficiency in owning and executing high-stakes enterprise events, strong leadership and team building, and an understanding of balancing teamwork and autonomy.

Must-haves:

• Proven leadership: A record of leading complex, high-stakes events from strategy through execution.
• Original work: A strong portfolio demonstrating original thinking across multiple event and experiential formats.
• Enterprise experience: Experience advising and delivering work for large, complex organizations and senior stakeholders.
• Production mastery: Command of scopes, budgets, schedules, venues, vendors, logistics, rehearsals, risk and live delivery.
• Creative courage: Ability to generate bold ideas, earn buy-in and carry them through to exceptional execution.
• Leadership and team building: Experience hiring, developing and leading high-performing multidisciplinary teams.
• Executive presence: The judgment and composure to earn trust, navigate ambiguity, and advise senior leaders.
• Commercial ability: Experience scoping, pricing, pitching and growing profitable client engagements.
• Builder’s mindset: The drive to create the systems, standards, partnerships and team required to build something new.
• High standards, low ego: Deep care for the idea and the details, combined with the willingness to collaborate across disciplines.
• Travel readiness: Willing and able to travel across North America and work occasional evenings or weekends when live events require it.
• Toronto presence: Able to work from our Toronto offices a minimum of three days per week.

Nice-to-haves:

• Experience building a new practice, service offering or business unit.
• Experience delivering events across Canada, the United States or internationally.
• Experience working within a creative agency or other multidisciplinary environment.
• Certified Scrum Master (CSM) and/or Professional Scrum Master (PSM) or equivalent.
• A degree useful to this role (Project Management, Business Admin, MBA, etc.).

Invitation: We’d love to meet you! If you want to build something meaningful —a practice that combines creative ambition, operating discipline and measurable enterprise value— we want to hear from you. We look forward to diving into the experiences you have led, the problems they solved, the choices you made, and the results they produced.

Nimble. Unconventional. Dependable. Pixel Dreams is a creative agency with the inner fire to tackle the impossible. Big logos, small egos. Warm hugs, hot debates. Thick skins, light hearts. Diverse by nature, not policy. We're in the messy middle of building an enduring creative strategy powerhouse for a vital purpose, serving our teams, our clients, and our communities.

While we prefer not to kiss and tell, we recognize how important it can be for some candidates to see client logos before applying. Our application is thorough by design, giving serious candidates an opportunity to stand out. We value the time you invest, and every application is reviewed by a person, with AI supporting parts of the assessment process.