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Technical Support Engineer II

Chicago, IL, us💼 Full-time💰 $81,000–$81,000🗓 2026-09-18 → 2026-09-25

Core

Provide technical support and troubleshooting for Flywire's Student Financial Services, eStore, and TPI products, leveraging AI tools to automate workflows and resolve complex client issues.

Role type

Technical Support Engineer II (IC)

Builds

Support operations for Student Financial Services, eStore, and TPI products

Domain

FinTech / Higher Education Payments

Deliverable

client delivery

Required skills

MySQL, Regular Expressions (Regex), SaaS web applications, AI tools (Claude), technical troubleshooting, ticket management, cross-functional communication

Preferred skills

Master's degree in science/engineering, experience in higher education/FinTech/payments, logging/analytics tooling

Technologies

MySQL, Java, HTTP/SFTP, Zendesk, Jira, Confluence, SumoLogic, Looker, Claude Code, Google Gemini, Notebook LM

Responsibilities

Manage and resolve customer tickets adhering to SLAs; research and isolate complex support issues using web-based products and command-line tools; communicate technical issues to clients; maintain AI skills repository and internal knowledge base; utilize AI tools to automate tasks and draft client communications.

Seniority

Mid-level, hands-on IC

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