Location: Remote role, based in Canada. 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 everywhere and empower creators, on-demand workers, and suppliers to bring their talents to a global market. Companies use Trolley to automate and manage payouts, collect tax and banking information, and reduce fraud and risk — all in one place. Today, Trolley is the go-to payouts solution for hundreds of businesses, including Canva, SoundCloud, and Envato, helping ensure that creators, artists, and suppliers get paid quickly and securely. To date, Trolley has processed millions of payments worldwide, supporting a vibrant community of musicians, artists, makers, and vendors. The Role: As a Senior Software Developer you will be joining an Engineering team focused on building the next generation of Trolley’s flagship product. In this role, you will have an opportunity to work closely with Product, Data, and the rest of the Engineering team on enhancing the most critical features of our product offering while scaling and evolving the technical foundation it is built upon. What you'll do: Own the design and implementation of complex product features and core platform components, focusing on delivering secure, scalable, performant, and high quality solutions Influence the direction of our core products and systems by working closely with Product and Data, leading engineering discussions, providing technical mentorship, and contributing to the continued professional growth of the team through architecture decisions, design reviews, and peer code reviews Document best practices, guides, systems design, architectural decisions, and code design specifications Guide conversations to remove blockers and encourage collaboration across teams About you: 6+ years of professional software development experience Proficiency in TypeScript, JavaScript, Node.js, PostgreSQL Proficiency with AI tools such as Claude AI and Cursor (strongly preferred) Experience working with large, integrated systems with external dependencies, web services, and APIs (REST and/or GraphQL) Experience with core AWS services ( EC2, ECS, S3, Lambda, API Gateway, CloudWatch, etc. ) Solid experience with software development lifecycles and agile development methodologies (e.g., Scrum, Kanban) Excellent communications and interpersonal skills, strong ability to collaborate with fellow Engineers, Product and other technical functions Excellent analytical skills with the ability to assess alternatives, risks and benefits while focusing on attention to detail Proven ability to prototype, ask for feedback, and iterate quickly Demonstrated ownership and pride in the quality of the software you work on Our tech stack: AWS (Fargate, Lambda, SNS, SQS), Docker, Terraform NodeJS, TypeScript, JavaScript, React, Styled Components PostgreSQL, Redis AI tools (Claude AI, Cursor, etc.) Our tech stack in detail: https://stackshare.io/trolley/trolley What we offer: Competitive 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). 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. We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, colour, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. #LI-remote