Payout infrastructure for the internet economy. Unify PayoutOps and RecipientOps. Pay people in 210 regions worldwide.
Toronto, Ontario
Trolley is payout infrastructure built for modern internet businesses. It unifies payout and recipient operations into a single embeddable platform, enabling companies to onboard, verify, and pay millions of recipients globally—while maintaining full compliance and operational control. Since 2015, Trolley has processed billions in payouts and filed over 1.2M tax statements across 210 countries and territories. Leading platforms including Envato, Canva, SoundCloud, and Bugcrowd rely on Trolley to run mission-critical payout operations at scale. Trolley consolidates payment delivery, tax compliance, identity verification, fraud detection, reconciliation, and reporting into one unified system. Finance and operations teams strengthen governance and reduce manual workflows, while product and engineering teams embed compliant global payouts directly into their products through APIs, SDKs, and pre-built UI components. In the internet economy, every payout is a trust moment. Trolley ensures those moments are compliant, reliable, and globally scalable.
Hybrid · Montréal
The CPO will define and execute the long-term product vision and strategy for Trolley's global payouts platform. This includes leading product management and design teams, integrating AI capabilities, and partnering with the executive team to drive commercial success.
Hybrid · Toronto
The CPO is responsible for defining and executing the long-term product vision, strategy, and roadmap for the payouts platform. This includes leading Product Management and Design teams and integrating AI to drive customer value and operational efficiency.
Hybrid · Montréal
The Chief Product Officer will define and execute the long-term product vision, strategy, and roadmap for the global payouts platform. They will lead the Product Management and Product Design teams while driving AI-powered innovation and ensuring commercial success.
Hybrid · Montréal
The Chief Product Officer will define the long-term product vision and strategy, driving the evolution of the platform through AI integration and innovation. They will lead the Product and Design teams while collaborating with executive leadership to align product roadmaps with business growth and customer needs.
Hybrid · Montréal
The CPO will define the long-term product vision and strategy, overseeing the product roadmap and the integration of AI to enhance customer experience. They will lead the Product Management and Design teams while collaborating with the CEO and CTO to drive sustainable growth.
Hybrid · Halifax
Manage a portfolio of strategic accounts to drive product adoption and ensure long-term customer success. Act as a Level 2 technical resource to troubleshoot complex API and integration issues while collaborating with Product and Engineering teams.
Hybrid · Montréal
Act as a technical expert and trusted advisor to strategic accounts, resolving complex API and integration issues. Drive product adoption and customer success by analyzing usage data and collaborating with Product and Engineering teams.
Hybrid · Montréal
The CTO will define and execute the company's technological strategy, focusing on scalability, security, and the integration of AI across the organization. They will lead the Engineering and Information Security teams while collaborating with the executive suite to align tech investments with business goals.
Hybrid · Montréal
The CTO will define and execute the company's long-term technology and AI strategy to ensure platform scalability, security, and innovation. They will lead the engineering and information security organizations while partnering with executive leadership to align technology investments with business growth.
Hybrid · Toronto
The CTO will define and execute the company's long-term technology and AI strategy to ensure platform scalability, security, and innovation. They will lead the engineering and information security organizations while partnering with executive leadership to align technology investments with business growth.
Hybrid · Montréal
Lead the product team to define and execute the strategic roadmap in collaboration with engineering and business teams. Manage the product backlog using Agile methodologies to ensure timely delivery of innovative SaaS payment solutions.
Remote · Montreal, Quebec, Canada
Lead and mobilize the team to achieve strategic objectives and ensure product success. Define and execute product strategy and roadmap in collaboration with various teams within the company.
Hybrid · Halifax
Lead the development and execution of the product strategy and roadmap through cross-functional collaboration with engineering, legal, and finance teams. Manage product backlogs and sprint deliverables using Agile methodologies to ensure timely delivery of innovative payout solutions.
Remote · Toronto, Ontario, Canada
Lead and inspire the team to achieve key objectives and drive success. Develop and execute product strategy and roadmap through cross-departmental collaboration.
Hybrid · Montréal
The role focuses on executing AI-powered marketing and sales campaigns to drive pipeline growth. Responsibilities include managing the GTM stack, optimizing conversion rates, and building campaign-level reporting.
Hybrid · Montréal
The role involves designing and executing a hybrid strategy that blends digital Account-Based Marketing with high-touch field events to accelerate pipeline for high-value accounts. You will build scalable playbooks for VIP experiences and roadshows while coordinating closely with Sales and SDRs to drive account penetration.
Hybrid · Montréal
Manage accounts payable and receivable processes, including invoicing, payment tracking, and system recording. Optimize financial workflows and support month-end closing activities and vendor management.
Hybrid · Montréal
Manage accounts payable and accounts receivable processes, including invoice processing, billing, payment tracking, and recording in systems. Support supplier management and participate in month-end closing activities.
Hybrid · Montréal
The specialist will own the end-to-end accounts payable and receivable processes, including billing, payment tracking, and recording in NetSuite. They will also support month-end close activities and continuously optimize finance workflows and automations.
Hybrid · Montréal
The AP/AR Specialist will own accounts payable and accounts receivable processes, including invoice processing and payment tracking. They will also assist with month-end close activities and support vendor management.
