← Back to job listings

Technical Support Specialist
Flywire · Chicago, United States
About The Role
Join our team as a Technical Support Specialist, where you will be the first line of support for our hospitality/e-commerce customers. You will handle inbound tickets, troubleshoot technical issues, and maintain high-quality communication with customers. This role requires strong organizational skills, experience in a customer-facing technical support role, and the ability to self-prioritize in a high-volume support environment.
- Handle inbound tickets from intake to resolution using Zendesk, applying standard procedures to routine problems and escalating when appropriate.
- Troubleshoot complex technical issues using logs, developer tools, DataDog, and internal tools, providing clear replication steps and documentation to escalate issues to Engineering.
- Contribute to macros, Help Center articles, and internal documentation, and take ownership of escalated or pattern-based tickets, tracking them to resolution.
- Strong organizational and time-management skills; comfortable with ticket queues, call logs, and daily targets
- Experience using Zendesk, including Explore, Help Center, and custom views/macros
- Experience with SOP creation is a plus
- 2+ years in a customer-facing technical support role (B2B SaaS or eCommerce preferred)
- Strong verbal and written communication skills; able to break down complex issues for technical and non-technical audiences
- Rotate into the holiday or on-call support schedule as needed
- Background in hospitality or hotel technology (e.g., PMS, eSign/ePay systems) is a plus
- Demonstrated initiative in bug tracking, internal documentation, or team training support
- Ability to self-prioritize in a high-volume support environment (600+ monthly solved tickets expected)
- Participate in customer calls, screen shares, or trainings when escalations require higher-level communication
- Familiarity with Jira, DataDog, browser developer tools, and analyzing logs or error messages
Similar roles you might like
See all →EC
Vice President of Finance
Eastside Catholic School
$175,000 – 230,000/yrPosted 2 days ago
CT
Maintenance Custodian I- Closes 09/28/2026
Confederated Tribes of Siletz Indians
$20/hrPosted 2 days ago
EP
Technician
Environmental Products Group Inc
Salary not disclosedPosted 2 days ago
ES
Survey Instrument Operator
ETM Surveying & Mapping Inc.
Salary not disclosedPosted 2 days ago
ES
Senior Survey CAD Technician
ETM Surveying & Mapping Inc.
Salary not disclosedPosted 2 days ago
DO
Full-Time Daycare Worker
Diocese of Austin Catholic Parishes
$13 – 15/hrPosted 2 days ago
ES
Survey Crew Chief
ETM Surveying & Mapping Inc.
Salary not disclosedPosted 2 days ago
ET
Utility Modeling Engineer - Land Development
England, Thims & Miller Inc.
Salary not disclosedPosted 2 days ago
This is an external listing. JobSpring does not represent or verify the employer. Report this listing
