Strategy & Operations Specialist, Canada

About Taskrabbit

Taskrabbit is an online marketplace that links customers with independent Taskers for everyday household help such as furniture assembly, handyman services, moving assistance, and similar tasks. The company aims to improve daily life one task at a time, and it values innovation, inclusion, and strong work ethic. Its environment is collaborative, practical, and fast-moving, and it seeks people who are entrepreneurial, analytical, and motivated by helping others succeed. Together with IKEA, Taskrabbit is expanding opportunities for people to earn reliable income on their own terms while building long-term client relationships in communities around the world.

Taskrabbit operates as a hybrid organization with teams across the US and EU and has been recognized as a Built In Best Places to Work in 2022, 2023, and 2024 across several national and regional categories. The company emphasizes meaningful work, trusted ideas, and room for growth.

About the Role

This role is a Strategy & Operations Specialist for Canada and plays an important part in supporting growth across the Canadian market. It is well suited to someone who performs strongly in high-speed settings, works comfortably across functions, partners effectively with external stakeholders, and enjoys improving marketplace performance.

The position reports to the Canada Country Manager and is part of the North America Commercial organization. You will work with the Country Manager and cross-functional teams to carry out market strategy, build effective tactical and operational plans that support commercial targets, and strengthen value propositions for both customers and Taskers.

Key Responsibilities

• Study market conditions, including local trends, competition, and Tasker/client behavior, and turn those findings into actions that improve commercial strategy and metro-level priorities.
• Work with the Country Manager to design and implement local initiatives that improve fulfilment, activate supply, and support client retention.
• Develop local and culturally relevant marketing concepts, programs, and channels to raise brand awareness alongside the marketing team.
• Partner with Marketing and Brand to adapt metro-specific campaigns and category-led initiatives for local execution.
• Coordinate large metro activations and brand events with support from multiple internal teams.
• Support the Country Manager and cross-functional partners in building local partnerships and on-site activations.
• Assist with seasonal supply planning alongside Tasker Success Managers, creating tailored approaches for priority metros.

Requirements

• At least 3 years of experience in strategy, operations, or marketplace-related roles, with clear impact on localized growth or P&L results; experience in marketing is an advantage.
• Fluency in both French and English.
• Strong analytical ability, including practical use of funnel optimization, LTV/CAC measurement, and supply-demand modeling in decision-making.
• Excellent communication and relationship-building skills, with confidence speaking to large audiences.
• Proven ability to create and roll out repeatable go-to-market plans or activations.
• Comfort working independently while aligning with teams across the organization.
• Ability to work extensively with data and maintain pace in an entrepreneurial environment; startup experience is a plus, especially in a marketplace business.
• Willingness to travel within Canada and occasionally to the United States.

Preferred Experience

• Understanding of how a two-sided marketplace operates.
• Previous experience with a global brand.

Location

Toronto is preferred, though Montreal and Vancouver may also be considered.

Compensation

The stated base salary range is CAD 76,000 to CAD 110,000. This figure reflects base pay only and does not include bonus or benefits. Final compensation may differ based on experience, qualifications, location, and seniority. Total compensation includes base pay, bonus, benefits, and perks.

Benefits and Perks

Taskrabbit describes its compensation and benefits approach as competitive, transparent, and equitable. The company offers a hybrid work model with flexibility and regular in-person collaboration. Employees work with supportive and talented colleagues in a diverse workplace where representation is intentionally prioritized.

Perks include employer-paid health insurance and a 401(k) match with immediate vesting for US-based employees, plus generous and flexible time off for all global employees, two company-wide closure weeks, Taskrabbit product stipends, wellness, productivity, and education stipends, IKEA discounts, reproductive health support, and additional benefits depending on country of employment.

Diversity, Equity, and Inclusion

Taskrabbit states that it is committed to equity across its company and platform. The organization describes itself as an inclusive community where people aligned with its mission and values are welcome. It also says its diverse workforce reflects the communities it serves and helps reduce systemic barriers.

The company is an equal opportunity employer and does not discriminate based on race, religion, color, national origin, ancestry, citizenship, sex, gender, gender identity, sexual orientation, age, marital status, military or veteran status, or disability. Reasonable accommodations are available for applicants with physical or mental disabilities. Applicants with criminal histories are considered in accordance with applicable law.

Hiring Process and Communication

Taskrabbit states that it does not conduct interviews through text or chat applications. Its interview process includes an initial recruiter phone screen followed by several video interviews with the hiring team. Official communications are sent only from taskrabbit.com email domains.