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We're looking for a Customer Support Specialist to join our Customer Support team as an advanced individual contributor. In this role, you'll manage complex cases, drive escalations to resolution, and serve as a subject matter expert on the AbsenceSoft platform. You'll work closely with our Product, Engineering, and Customer Success teams to address high-impact issues while contributing to continuous improvements in customer experience, processes, and support resources.
Job Responsibility
Resolve complex, time-intensive customer issues that require deep product knowledge, advanced troubleshooting, and multi-step investigation across interconnected system components
Validate and reproduce suspected product defects escalated from Tier 1, conducting thorough testing to identify root causes, conditions, and scope of impact
Collaborate with Product and Engineering teams to document defects with clear reproduction steps, supporting evidence, and business impact analysis
Utilize support tools — including Sumo logs and DataDog — to diagnose system issues, analyze performance, and conduct technical investigation
Serve as an escalation resource for Tier 1 analysts on complex application issues, providing guidance on advanced troubleshooting and product functionality
Document comprehensive application solutions and complex workflows, contributing to knowledge base content that elevates overall team capabilities
Build deep expertise in assigned product domains, staying current on the product roadmap, known issues, and complex configuration scenarios
Participate in maintaining company security controls and compliance standards within your role
Requirements
Bachelor's degree in Business, Communications, Technology, or a related field — or equivalent experience
2–4 years of experience in customer support, SaaS application support, or client-facing roles
Proven expertise with support tools and case management systems (e.g., Zendesk, Salesforce Service Cloud)
Demonstrated ability to resolve highly complex customer issues with minimal supervision
Strong communication skills, with the ability to explain technical solutions clearly to varied audiences
Ability to professionally navigate customer frustration and de-escalate challenging interactions
Nice to have
Experience in HR technology, leave management, or compliance-driven SaaS is a plus
Familiarity with API troubleshooting, integrations, and advanced data workflows is a plus
Experience with Datadog, Sumo, or similar diagnostic tools is a plus
A customer-first mindset — proactive, solution-oriented, collaborative, and comfortable mentoring peers in a fast-paced, scaling environment
What we offer
Impact that matters
Flexibility and trust. We’re remote-first and results driven
Growth and development
Competitive rewards: comprehensive benefits, a performance-based bonus program, and equity opportunities
Time for life: flexible time off, paid holidays, and flexible leave programs