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 · 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
<h1><strong>Lead Data Engineer</strong></h1> <p><strong>Location:</strong> Remote within Quebec, Ontario, or Nova Scotia, Canada</p> <p><strong>Reports to:</strong> CTO<br><br><strong>Use of AI in our hiring process</strong></p> <p>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…
Remote · Canada
The Senior Software Engineer will own the design and implementation of complex product features and core platform components while scaling the technical foundation. They will also lead engineering discussions, provide technical mentorship, and collaborate closely with Product and Data teams.