Head of Operations (Director or Sr Director)
aipconnect
Etobicoke, ON
Posted Apr 28, 2026
- Full-time
Job description
Our client is a premier North American experiential marketing agency that brings bold ideas to life for world-class brands in the luxury hospitality, premium spirits, entertainment and diversified consumer goods. They specialize in large-scale activations, music festivals, and high-stakes VIP events that demand flawless execution.
We are seeking a Head of Operations to be the operational backbone of the agency—to bridge the gap between creative vision and logistical reality. This is a leadership role designed for an internal systems-thinker who can scale processes, manage a multi-disciplinary team across North America and hold teams accountable for leveraging established SOPs.
The ideal candidate is someone who can translate visionary ideas into actionable plans. **You are likely a seasoned agency veteran who is now passionate about building the infrastructure that prevents burnout.** You are responsible for protecting profit margins by understanding the bill rates of both talent and vendors to sure that all projects are profitable. You don't just fix problems; you build the systems and lead teams to that ensure those problems don't happen.
If you are an astute operations / delivery / resource leader with agency experience, we want to hear to from you.
If you have lived through the organized chaos of 24/7 event cycles, that's a huge bonus. If you're keen to dive in and learn, we still want to hear from you.
### Responsibilities
**1. Operations & Systems Scaling**
- Bridge the gap between leadership’s vision and day-to-day execution, ensuring the agency’s internal engine runs smoothly as it scales across North America.
- Audit, implement, and oversee agency-wide SOPs and project management tools (e.g., ) to improve transparency and efficiency.
- Drive agency-wide adoption of a central operating system.
- Oversee the "Master Calendar," managing staff allocation and bandwidth to maximize capacity while effectively managing resources and protecting team wellness.
**2. Financial Stewardship**
- National vendor strategy oversight
- Oversee that department leads are building a preferred and diversified vendor list to ensure the agency gets priority pricing and consistent quality (especially during busy festival season).
- Oversee MSAs and high-level vendor negotiations to optimize costs and mitigate risk across multiple jurisdictions.
- Partner with Account Leads to oversee project budgets, ensure healthy margins, and manage the agency’s overall P&L.
- Make sure that if a project's budget changes, it’s reflected everywhere instantly i.e: "single source of truth"
**3. High-Stakes Production Leadership**
- Provide senior-level guidance on complex builds, from international shipping and permitting to health and safety protocols for large-scale festivals.
- Maintain the agency's standards ensuring every activation (from a boutique pop-up to a 50,000-person event) is executed with obsessive attention to detail and contingency plans.
- Act as the ultimate problem-solver and escalation point for the Production and Account teams when creative goals clash with internal logistical or budgetary constraints.
**4. People & Culture Leadership**
- Directly mentor and manage the Director of production infrastructure as well as the IT Manager and the National Field Operations Manager.
- Develop cross-functional talent and foster a culture of accountability, professional growth, and mentorship.
- Collaborate with the VP, Client Services and the Senior Leadership Team at the agency (President, CFO) to identify talent gaps.
**5. Healthy, Safety & Compliance**
- Navigate the complexities of highly regulated sectors ensuring all activations meet strict legal, safety, and insurance standards.
- Risk Mitigation and structural/safety compliance for large-scale public builds.
### Experience & Requirements
- 10+ years in a senior role (Director of Ops, Head of Production, or VP) specifically within the Integrated marketing agency space.
- Previous experiential marketing agency background is a huge asset but not mandatory.
- A proven track record of moving an agency toward a centralized operating system.
- Deep expertise in internal logistical operations—handling cross-border equipment movement, US/Canada labor nuances, and strict compliance for highly regulated industries.
- You possess an expert-level grasp of Agency Math (tracking daily billable rates, hours tracking and ensure equitable workload distribution)
- You can analyze resource utilization to prevent burnout, protect margins on complex multi-city builds, and report on P&L health to the executive team.
- Experience acting as the ultimate "Safety Officer" for warehouse operations, large-scale public builds and festivals.
- You understand the implications of permitting, structural engineering, and risk mitigation for high-capacity events.
- You have experience negotiating national MSAs and curating a "preferred" list of partners across North America to ensure quality and priority pricing.
- A natural "Player-Coach" who can jump into a complex staffing grid in the morning and lead a board-level strategic session in the afternoon.
- You are a leader who commands respect through competence rather than title, possessing the natural gravitas that inspires teams to follow their lead.