Senior Product Manager

Trolley; Toronto; Remote; CAD 120,000 - 170,000; Full time

Benefits offered by this job

Competitive base salary + equity (ESOP

Extended health care benefits from day

4 weeks paid vacation + holidays

30 days remote work from anywhere

Gym membership allowance

MacBook Pro provided

Job summary

Trolley is hiring a Senior Product Manager to lead product strategy and roadmap for its payouts platform. You will collaborate with Engineering, Legal, and Finance to deliver AI-powered features and robust APIs, while driving cross-functional initiatives globally.

You will guide teams, own strategic direction, and ensure timely delivery in a fast-paced environment, balancing growth with risk management and customer needs.

Qualifications

• 4+ years of experience as a Product Manager in a SaaS business.
• Experience building AI-first products from concept to launch.
• Experience managing integrations and working on APIs.
• Familiarity with fraud management tools and risk mitigation workflows.
• Clear and effective communication in English across diverse backgrounds.

Responsibilities

• Lead and inspire the team to achieve key objectives and drive success.
• Develop and execute product strategy and roadmap through cross-departmental collaboration.
• Work closely with engineering to refine and develop innovative product solutions.
• Ensure product viability through collaboration with legal, compliance, and finance teams.
• Champion Agile methodologies - manage backlogs, prioritize work, and validate sprint deliverables.
• Ensure timely product delivery aligned with roadmap milestones.
• Partner with Product and Tech teams to strengthen internal processes.
• Take on additional responsibilities as needed by management.

Skills

Product management experience in SaaS

SaaS platform development

APIs integrations experience

AI-first product development

Fraud/risk management familiarity

Leadership and Agile champion

Cross-cultural communication

Tools

APIs

Job description

Trolley is growing quickly and we are hiring for a full-time Senior Product Manager to join our team.

About us

Trolley is the payouts platform for the internet economy. Our vision is to unlock the collective economic opportunity of the internet - for everyone - by building a truly global payouts ecosystem. Through our powerful platform and API, Trolley enables businesses to reach people from all corners of the world and offer creators, on-demand workers, and suppliers the ability to bring their specialized talents to a global market. Businesses use Trolley to automate and manage payouts, collect recipient tax and banking information, and mitigate fraud and risk. It is the go-to payouts solution for hundreds of businesses like Canva, Soundcloud, and Envato, ensuring creators, artists, and suppliers get paid efficiently. Trolley has processed millions of payments, supporting musicians, artists, makers, vendors, and suppliers worldwide.

In your role you will

• Lead and inspire the team to achieve key objectives and drive success.
• Develop and execute product strategy and roadmap through cross-departmental collaboration.
• Work closely with engineering to refine and develop innovative product solutions.
• Ensure product viability through collaboration with legal, compliance, and finance teams.
• Champion Agile methodologies - manage backlogs, prioritize work, and validate sprint deliverables.
• Ensure timely product delivery aligned with roadmap milestones.
• Partner with Product and Tech teams to strengthen internal processes.
• Take on additional responsibilities as needed by management.

About you

• 4+ years of experience as a Product Manager in a SaaS business.
• Proven track record in SaaS platform development and expansion.
• Experience managing integrations and working on APIs.
• Experience building AI-first products from concept to launch.
• Familiarity with fraud management tools and risk mitigation workflows
• An AI champion, innovating and bringing best practices to their team.
• Experience supporting global user bases.
• Expertise in building and maintaining critical embedded infrastructure.
• Ability to drive, delegate, and support initiatives across your team
• Dynamic and adaptable in a fast-paced environment.
• Clear and effective communication skills in English, with the ability to interact with people from diverse cultural and technical backgrounds.

What we offer

• Competitive base salary and meaningful equity (ESOP).
• Join an amazing team of diverse people working together on a common mission.
• Extended Healthcare benefits including dental, vision, LTD, etc. from day 1.
• 4 weeks paid vacation per year + public holidays (+ 1 extra vacation day per year of service).
• 5 personal/sick days per year.
• 30 days remote work from anywhere.
• Gym membership allowance.
• 1/2 day Fridays off during summer.
• Company-provided use of Apple MacBook Pro and Mac gear.