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Client Support Specialist

Flywire - Chicago, IL, United States - Hybrid - posted 2026-09-16

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Salary: USD 45,000 - 60,000 / annual

Flywire is seeking a Client Support Specialist (CS1) to serve as the first line of support for hospitality and e-commerce customers. This role focuses on building technical support skills, triaging tickets, solving product questions, and documenting escalations for the engineering team. Key Responsibilities: - Respond to high-volume customer tickets, calls, and emails (targeting ~25 solved tickets per day, 575–600 monthly) with empathy and professionalism - Troubleshoot complex technical issues using logs, browser developer tools, DataDog, and internal monitoring dashboards - Reproduce customer issues, gather screenshots and error logs, and isolate variables (browser, network, payment gateway) - Provide clear replication steps and documentation to escalate issues to Engineering - Translate technical findings into simple, actionable updates for customers and internal stakeholders - Handle inbound tickets via email, web, and phone using Zendesk, applying standard procedures to routine problems - Support common use cases such as PDF conversion and basic platform navigation - Contribute to macros, Help Center articles, SOPs, and internal documentation - Partner with Escalations/Tier-2 and Engineering teams on escalated or pattern-based issues - Identify bugs and process inefficiencies to improve support workflow - Participate in customer calls, screen shares, and trainings when escalations require higher-level communication - Rotate into holiday or on-call support schedules as needed Tools Used: Zendesk (tickets, macros, views, Explore), Jira, Confluence, browser developer tools, DataDog, PDF conversion tools, and hospitality SaaS platforms. Requirements: - 2+ years in a customer-facing technical support role (B2B SaaS or eCommerce preferred) - Experience using Zendesk, including Explore, Help Center, and custom views/macros - Familiarity with Jira, DataDog, browser developer tools, and analyzing logs or error messages - Strong verbal and written communication skills; ability to break down complex issues for technical and non-technical audiences - Ability to self-prioritize in high-volume support environments (600+ monthly solved tickets expected) - Demonstrated initiative in bug tracking, internal documentation, or team training support - Strong organizational and time-management skills; comfortable with ticket queues, call logs, and daily targets - Background in hospitality or hotel technology (PMS, eSign/ePay systems) is a plus - Experience with SOP creation is a plus

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