Head of Operations & StrategyJoops.ai ·

About Joops.aiJoops.ai is an AI-powered advertising platform that helps brands create, launch, and optimize high-performing video advertising at scale. We connect directly to Meta, TikTok, Google Ads, YouTube, and other major ad networks — analyzing historical campaign performance, generating new ad concepts and video creatives, publishing campaigns automatically, and continuously learning from performance data to improve future results.

We're entering our go-to-market phase and building the founding leadership team. As one of our earliest executive hires, you'll shape how this company runs.

The OpportunityWe're looking for someone to build the operating system of the company. As Joops scales, the Head of Operations & Strategy owns the processes, systems, data infrastructure, and operating cadence that let us grow quickly without adding friction — and translates the company's strategic priorities into execution across every function.

This is a hands-on role. You will build the reporting stack yourself before you hire someone to run it. You will write the first version of the sales process, the onboarding runbook, and the board deck. You'll operate across sales, marketing, product, technology, finance, and operations — with the mandate to set priorities and hold the organization accountable to them.

What You'll OwnOperating systems and process

- Design and implement the company's core operating cadence — annual and quarterly planning, goal-setting, weekly business reviews, and executive reporting.
- Build the internal systems stack (CRM, data warehouse, BI/reporting, project and workflow tooling) and own how data flows between them. Define the source of truth for every number the company runs on.
- Establish company-wide KPIs and operating metrics, and build the dashboards and reporting infrastructure that make performance visible in real time.
- Build revenue operations end to end: pipeline definitions,



sales process and stages, forecasting discipline, pricing and approval workflows, and commission structures.
- Design customer onboarding and delivery operations — how a new brand gets from signed to live campaigns, with clear ownership, SLAs, and runbooks.
- Own platform and partner operations: ad account provisioning, billing and ad-spend reconciliation, margin tracking, and the operational relationships with Meta, TikTok, Google, and other networks.
- Build the back-office foundation: vendor management, procurement, contracts and legal workflow, finance operations, and internal policy.
- Document how the company works, and automate it wherever possible — including using our own AI tooling internally. Every process you build should be one someone else can run.
- Identify operational bottlenecks before they become constraints, and fix them.

Strategy and execution

- Develop and help execute the company's overall strategic plan.
- Partner with Sales on go-to-market strategy and the design of the commercial organization.
- Develop the marketing strategy and help recruit the team to execute it.
- Work with Product and Technology to prioritize the roadmap and manage inbound requests from sales, marketing, and customers through a defined intake process.
- Conduct market, customer, competitor, and industry research to support strategic decision-making.
- Identify new markets, partnerships, products, and revenue opportunities.
- Drive cross-functional initiatives and ensure alignment and accountability across the organization.

Finance, capital, and org





- Own financial modelling, budgeting, and the annual plan; track performance against it.
- Support investor relations, fundraising, and financing initiatives; prepare investor presentations, financial materials, and board reporting.
- Assist with executive recruiting, organizational design, and workforce planning — including the hiring, onboarding, and performance processes themselves.
- Serve as a strategic partner to the CEO on other high-priority initiatives.

What We're Looking For

- Experience at a top-tier management consulting firm. This is a requirement — we need the analytical rigour and structured problem-solving that comes with it.
- Plus real operating experience: time in-house at a high-growth technology company in business operations, revenue operations, strategy and operations, or a COO/chief-of-staff capacity, where you owned the systems and processes and not just the recommendation.
- Demonstrated track record of building operational infrastructure from scratch — you can point to specific processes, systems, and reporting you designed and implemented, and what changed as a result.
- Strong systems and tooling fluency: CRM administration, data warehouses, BI tools, workflow automation. Comfort with SQL and working directly with data is a significant advantage.
- Excellent analytical, financial modelling, and problem-solving skills.
- Experience developing go-to-market strategies and leading cross-functional initiatives.
- Solid executive communication, presentation, and stakeholder-management skills.
- Comfortable operating in ambiguity, and genuinely willing to do the unglamorous work of building processes from the ground up.
- Entrepreneurial mindset and the desire to help build an early-stage company.
- MBA strongly preferred.
- Experience in technology, artificial intelligence, advertising, SaaS, or digital marketing is an asset.

📌 Head of Operations & Strategy (Toronto)
🏢 Joops.ai
📍 Toronto