Technical Support Specialist

Flexspring•Montreal, QC

43d•Remote

About The Position

Join us as a Technical Support Specialist in a fast-growing iPaaS company, supporting and troubleshooting integrations across HR, payroll, and business systems. You’ll work with APIs, data, and real-world production environments in a flexible, fully remote setting. This role is ideal for candidates with experience in application support, technical support, integration support, or software support within SaaS or iPaaS environments. About Flexspring At Flexspring, we make HR systems work better - together. Founded in 2013, Flexspring is a trusted expert in HR data integration (HRIS, payroll, and business systems). We partner with HR teams and HR software companies to design and deliver custom integrations that connect systems, reduce manual work, and help operations run smoothly and reliably. Our work sits at the intersection of HR and technology. We solve complex integration challenges that directly impact how organizations hire, pay, manage, and support their people. By making HR data easier to move, more accurate, and less costly to manage, we help our clients focus on what matters most. We operate in the iPaaS (Integration Platform as a Service) space, connecting systems through APIs and data workflows. Flexspring is a fully remote company built on trust, ownership, and strong collaboration. Team members are encouraged to take initiative, collaborate closely with experienced colleagues, and continuously grow their skills while working on solutions that have real, visible impact. Our philosophy is simple: Everything Connects. About the Role As a Technical Support Specialist at Flexspring, you will work at the intersection of client support, software development, and system integrations. You will partner closely with clients, the Support team, and the Development team to troubleshoot integration issues, deliver timely resolutions, and ensure a high-quality customer experience. This is not a traditional IT support role — you will work with APIs, data flows, and system integrations in a real production environment. Through day-to-day support work and cross-functional collaboration, you will develop deep expertise in Flexspring’s platform and the systems our clients rely on.

Requirements

3+ years of experience in technical support, application support, or software support within a SaaS or similar environment
Experience with object-oriented programming (Java, C#, Python, or similar)
Experience working with APIs, integrations, or software systems in a production environment
Strong problem-solving and critical thinking skills, with the ability to troubleshoot both technical and business issues
Excellent attention to detail and ability to diagnose issues efficiently
Strong communication skills and a customer-focused mindset
Self-motivated, coachable, and collaborative, with the ability to work effectively in a remote team

Nice To Haves

Experience with tools, technologies, or platforms such as:
REST APIs, SOAP, GraphQL
Postman, Insomnia
JavaScript, Groovy
ETL processes (Extract, Transform, Load)
Salesforce Service Cloud
HR and ATS systems (Workday, ADP, BambooHR, Greenhouse, Taleo, Oracle HCM)
Exposure to HR or finance data integrations
Additional languages (French, Spanish, Arabic, or others)

Responsibilities

Troubleshoot production issues in customer integrations, including APIs, data flows, and system connectivity
Identify root causes and implement effective solutions while meeting defined support SLAs
Analyze logs, data, and system behavior to diagnose and resolve integration issues
Communicate clearly and professionally with internal teams and external clients throughout the lifecycle of a support case
Document investigation steps, findings, and resolutions in Salesforce Service Cloud and provide regular status updates
Drive support cases to resolution by collaborating with Support, Development, Technical Consultants, third-party partners, and clients
Participate in quality assurance activities, including production update testing and pre-release testing
Identify process gaps and suggest improvements to systems, workflows, and support practices
Participate in the on-call support rotation as required