Head of Operations

Good Impressions is looking for a Head of Operations. As a nonprofit startup creating engagement to solve critical problems, Good Impressions has recently raised $9.4M and needs an experienced operator to own how the organisation runs internally, freeing up the founder to focus on vision, strategy, and external work.

You'll report directly to the Founder/CEO and be responsible for building the Operating System that enables the entire organisation to thrive.

• Run the planning and accountability rhythm: quarterly and annual goal-setting, and follow-through between cycles
• Run team meetings, plus documentation and follow-ups
• Pick, build, and run systems the org works in: goal tracking, project management, CRM, internal tooling, and file organization
• Build AI and automation into how the organization works
• Monitor operational health: runway, cost-effectiveness, utilization, and organizational numbers
• Own reporting and risk tracking
• Build the people function: hiring systems, compensation policy, employee handbook, onboarding/offboarding
• Own team events
• Own the back office: finance, compliance, treasury, tax, payroll, governance administration
• Manage operations agency and vendor relationships
• Manage IT, security, and device policy

• Operator experience: owned operations of an organization roughly this size (5-30 people), ideally as it grew
• Reliability: deliver autonomously with limited oversight, identify and own problems end to end
• Direction and efficiency: point effort at the right things, know the difference between working smarter vs harder
• AI forward: Claude Code power user, integrate AI into what you're building
• Mission and values alignment: care about critical problems and align with organizational values
• [Plus] Nonprofit governance, finance, and compliance experience, ideally with Canadian nonprofits

Apply by filling gout the form on the link below. The application process includes: 30-minute intro call, 30-minute CEO interview, take-home case prep followed by 60-minute case interview, 90-minute deeper interview with two team members, and reference checks. Applications are assessed on a rolling basis until the role is filled.