Director of Product Operations

Woolf; Toronto; Remote; CAD 150,000 - 200,000; Part time

Job summary

A forward-thinking education technology firm is seeking a Director of Product Operations to lead the onboarding of member colleges. You will streamline operations, ensuring successful adoption and long-term user satisfaction while leveraging data to enhance workflows. The ideal candidate has over 5 years of experience in product management or software development, particularly in EdTech or B2B SaaS. This role offers the flexibility to work remotely.

Benefits

Global Impact

Remote Flexibility

Growth Potential

Innovative Culture

Qualifications

• 5+ years of experience in product management or software development, preferably in EdTech or B2B SaaS.
• Proven success in onboarding clients and delivering training.
• Excellent communicator capable of explaining technical concepts to non-technical users.

Responsibilities

• Build relationships with college POCs through clear communication.
• Support colleges with technical onboarding and compliance workflows.
• Analyze user data to uncover operational bottlenecks.

Skills

Product management

Software development

Technical aptitude

Project management

Data analysis

Communication

Interpersonal skills

Tools

Notion

Asana

Jira

Google Sheets

BI dashboards

Airlock

Job description

About Woolf

Woolf is redefining higher education by increasing access to world-class, globally recognized, and transferable degrees. We enable institutions, educators, and entrepreneurs to launch accredited degree programs at speed and scale, ensuring that high-quality education is more accessible than ever.

As a category-defining company, Woolf is accelerating innovation in higher education, creating new opportunities for learning without borders. Backed by leading Silicon Valley investors, we are a globally distributed, remote-first team building the future of education. Learn more atWoolf University.

About the Role

We’re seeking a strategic and proactive Director of Product Operations to lead the onboarding and success of member colleges on Woolf’s platform. You’ll streamline operations, support users, and drive cross-functional collaboration to ensure seamless adoption and long-term value. By leveraging data and optimizing workflows, you’ll help scale our services and deliver a best-in-class experience for our partners.

What You’ll Do

• Build strong, trust-based relationships with college points of contact (POCs) through clear, proactive communication across Slack, email, and weekly check-ins.
• Develop deep expertise in Woolf’s tools—especially Airlock—to support colleges with technical onboarding, including API/SDK integration and compliance workflows.
• Analyze user data and generate reports to uncover operational bottlenecks, product friction, or compliance gaps; translate insights into clear, actionable steps for member colleges.
• Collaborate cross-functionally with product, engineering, and support to ensure smooth implementation, resolve escalations, and drive continuous improvement.
• Champion scalable systems and practices that evolve our onboarding and support processes from manual to automated, increasing efficiency and consistency at scale.

What You Bring

• 5+ years of experience in product management or software development, with at least 3 years in EdTech or B2B SaaS.
• Strong technical aptitude; comfortable learning complex platforms like Airlock, including API/SDK capabilities.
• Proven success onboarding clients, delivering training, and creating clear documentation.
• Skilled in using tools like Notion, Asana, or Jira for project management, and Google Sheets or BI dashboards for data analysis.
• Excellent communicator with the ability to explain technical concepts to non-technical users.
• Experienced in cross-functional collaboration, problem-solving, and managing multiple projects or accounts in a fast-paced environment.
• Strong interpersonal skills with a track record of building trust and supporting partner success.

• Contract Structure & Compensation
• Contract Type:Independent Contractor (Global)
• Please note:contractors are responsible for their own taxes and benefits in compliance with their local regulations.

Why Woolf

• Global Impact:Work with education leaders worldwide to shape the future of learning.
• Remote Flexibility:Work from anywhere with a schedule that fits your lifestyle.
• Growth Potential:Join a fast-growing company with opportunities to expand your role.
• Innovative Culture:Be part of a mission-driven team backed by top investors.