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.
Remote · Montreal, Quebec, Canada
You will manage, maintain, and evolve the cloud infrastructure while automating processes to ensure system reliability and performance. You will also collaborate with engineering teams to improve CI/CD pipelines and strengthen security and compliance postures.
Remote · Canada
Manage and improve cloud infrastructure, daily SRE/DevOps operations, and CI/CD processes to support reliable, secure, performant, and scalable systems. Develop Terraform-based infrastructure automation, troubleshoot incidents and prevent recurrence, and collaborate with engineering teams to strengthen DevOps practices and mentor peers.
Hybrid · Montréal
Define and execute product strategy and roadmaps, partnering with engineering, legal, compliance, finance, and other teams to develop and improve the SaaS platform. Prioritize the product backlog, support agile delivery, validate sprint outcomes, and advance API, integration, and AI capabilities while ensuring initiatives meet timelines and business priorities.
Hybrid · Montréal
Lead the team in delivering product objectives, and develop and execute the product strategy and roadmap in collaboration with engineering, product, technology, legal, compliance, and finance teams. Manage Agile backlogs and sprint deliverables, ensure timely delivery against roadmap milestones, and improve internal processes.
Hybrid · Toronto
Lead the team in delivering product objectives, develop and execute the product strategy and roadmap, and collaborate with engineering and other departments to build viable product solutions. Manage Agile backlogs and sprint deliverables, ensure timely roadmap execution, and improve processes with Product and Technology teams.
Hybrid · Halifax
Lead the team in developing and executing product strategy and roadmaps, collaborating with engineering and cross-functional partners to deliver innovative products on schedule. Manage Agile backlogs and sprint validation, ensure product viability with legal, compliance, and finance teams, and improve internal product and technology processes.
Hybrid · Halifax
Manage a portfolio of high-value enterprise customers by acting as a strategic partner and trusted advisor. Drive product adoption, identify up/cross-sell opportunities, and collaborate cross-functionally to ensure customer success and revenue growth.
Hybrid · Montréal
Manage a portfolio of high-value enterprise customers by acting as a strategic partner to drive adoption, retention, and growth. Collaborate cross-functionally to resolve issues, advocate for product improvements, and identify up-sell or cross-sell opportunities.
Hybrid · Toronto
The Senior Technical Customer Success Manager will manage a portfolio of strategic accounts, providing proactive guidance and technical support to ensure customer success. They will collaborate with internal teams to resolve complex API and integration issues while advocating for product enhancements based on customer feedback.
Hybrid · Montréal
You will manage a portfolio of strategic clients, providing proactive technical support and guidance to ensure they maximize the value of the Trolley platform. Additionally, you will collaborate with product and engineering teams to resolve complex technical issues and drive platform improvements based on client feedback.
Remote · Nova Scotia, Canada, Ontario, Canada, Quebec, Quebec, Canada
Lead the data team and manage the end-to-end data platform, including pipelines, data warehousing, and AI-driven product features. Collaborate with finance and engineering teams to ensure data reliability, security, and operational efficiency.
Remote · Nova Scotia, Canada, Ontario, Canada, Quebec, Quebec, Canada
You will lead the data team and manage the end-to-end data platform, including ingestion, modeling, and quality. Additionally, you will partner with Finance and Product teams to build data-driven features and integrate AI tools to improve operational efficiency.
On-site · Halifax
Lead Data Engineer Location: Remote within Quebec, Ontario, or Nova Scotia, Canada Reports to: CTO Use of AI in our hiring process Trolley uses AI-assisted tools to help support certain aspects of our recruitment process, including screening and assessing applications against the qualifications and requirements of a role. These tools are designed to support our Talent Acquisition team and improve the efficiency and consistency of our hiring process. AI does not make final hiring decisions. All hiring decisions involve human review and judgment. About us Trolley is the payouts platfor…
On-site · Montréal
Spécialiste, opérations RH et paie Lieu : Montréal, QC (hybride) Relève de : Chef, People & Culture Trolley est à la recherche d’un·e Spécialiste, opérations RH et paie, pour se joindre à notre équipe People & Culture. Il s’agit d’un rôle polyvalent et concret axé sur la gestion quotidienne des programmes et processus de People Operations qui soutiennent nos employé·es partout dans le monde. Vous jouerez un rôle important tout au long du parcours employé, avec des responsabilités liées à People Operations, aux avantages sociaux et aux programmes destinés aux employé·es, à la paie, aux voya…
Hybrid · Montréal
The specialist will manage end-to-end payroll processing for Canada and the US while supporting broader People Operations functions like benefits administration and employee lifecycle management. They will also oversee travel and expense processes, ensure compliance, and collaborate with Finance to improve operational efficiency.
Hybrid · Montréal
The AP/AR Specialist will manage end-to-end accounts payable and receivable processes, including billing, payment tracking, and invoice processing. They will also assist with month-end close activities, vendor management, and the maintenance of financial data integrity within NetSuite.
Hybrid · Montréal
You will design and execute an integrated ABM and field marketing strategy to drive pipeline growth within target accounts. This involves managing end-to-end event logistics, coordinating with sales teams, and measuring program ROI to optimize future campaigns.
Hybrid · Montréal
You will design and execute integrated ABM and field marketing strategies to accelerate the sales pipeline for strategic accounts. This involves managing the full cycle of account engagement, from segmentation and targeting to orchestrating VIP events and post-event follow-ups.
Hybrid · Toronto
You will architect and execute integrated ABM and field marketing strategies to accelerate pipelines within target accounts. This involves managing end-to-end event programs, coordinating with sales teams, and utilizing data to optimize campaign performance and ROI.
Hybrid · Halifax
You will design and execute an integrated ABM and field marketing strategy to accelerate pipelines within target accounts. This involves managing end-to-end event programs, coordinating with sales teams, and measuring program ROI to optimize engagement.
