Director of Operations

Why This Role Exists

Who This Role Is For

• Experienced operators who have run multiple functions simultaneously — not specialists who want to go deep in one area
• People who have worked in agencies and understand the operational reality: delivery is the product, utilization matters, client pressure is constant, and nothing moves in a straight line
• Leaders who build strong teams and develop strong managers — not people who prefer to stay hands-on in order to stay in control
• Operators who are equally comfortable with a spreadsheet, a 1:1, and a process diagram — and know which one a situation calls for
• People who have managed through high-growth environments and know the difference between a scaling problem and a management problem

Required Experience

• 5+ years in operations leadership, with direct management of multiple functions or teams
• Agency experience — digital, creative, content, or marketing agency
• Demonstrated ability to build and develop managers, not just manage individual contributors
• Experience in a high-growth environment (rapid headcount or revenue scaling)
• Strong process design instincts — you have built SOPs and workflows that people actually use
• Fluency in project management best practices and operational infrastructure
• Experience with remote-first, globally distributed teams
• Comfortable using LLMs and AI tools in day-to-day work, with sound judgment about when they help and when they don’t

• Digital marketing or B2B content agency background specifically
• Familiarity with EOR and contractor compliance across geographies (Deel, Remote, Oyster, or equivalent)
• Experience managing through or alongside an AI enablement or process transformation initiative
• Formal process improvement training or certification (Lean, Six Sigma, or equivalent)

What Success Looks Like

• Direct reports have clear development plans and understand what the next level looks like for them
• No operational fires that you haven’t identified and aren’t actively managing
• The COO’s span of meaningful oversight has visibly reduced

• People Ops is running a hiring and onboarding machine — sub-28-day time to fill on most roles, 90%+ onboarding satisfaction
• The PM function has measurable SLA improvement since you joined
• The Transformation team is fully integrated under your oversight
• You have identified at least two people on your team with a clear path to the next level
• The COO is no longer the decision-maker on operational questions that don’t require her

Location, Timezone & Work Setup

• Work Setup: Fully remote
• Primary Target Locations: Canada, United Kingdom, Spain, or Western Europe
• Timezone: EST overlap required. Minimum 5 hours daily.

Compensation

• Base Pay Range: $110,000–$125,000 CAD (Canada / Band A). Equivalent range applies for Band B hires, adjusted to local market rates. We do not hire below Band B for this role.
• Variable Compensation: Individual performance bonus (15–20% of base, KPI-tied) and company-wide profit sharing. Variable compensation is not reduced by geography.
• How We Set Comp: Final compensation is determined by experience, role level, and location. We use a role × level × location framework. We pay intentionally, hire globally, and reward impact.