Technical Support Specialist

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. What You’ll Do 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 What You’ll Bring 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 Have 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) Why This Role Is Interesting Work on real-world integration challenges across HR, payroll, and business systems Gain hands-on experience with APIs, data flows, and system connectivity Collaborate with experienced engineers, consultants, and clients Develop deep expertise in a growing iPaaS environment Take ownership of issues and see the direct impact of your work What We Offer Fully remote work with flexible hours 4 weeks of paid vacation annually Comprehensive health benefits for you and your family Home office setup support Team events and opportunities to connect Exposure to modern technologies and real-world systems Competitive salary and an ownership-driven work culture Hiring Process Our hiring process is designed to be transparent, respectful of your time, and focused on meaningful conversations: Application review (no automated screening) HR interview Technical interview Manager interview Final discussion and offer