Flywire Logo

Flywire

Customer Support Specialist

Posted 6 Days Ago
Hybrid
Chicago, IL, USA
45K-60K Annually
Junior
Hybrid
Chicago, IL, USA
45K-60K Annually
Junior
First-line technical support for hospitality/e-commerce customers: triage and resolve high-volume tickets via Zendesk, troubleshoot using logs/DataDog/browser dev tools, escalate with replication steps, write SOPs/knowledge articles, and collaborate with Tier-2 and Engineering to close issues.
The summary above was generated by AI
Company Description

Are you ready to trade your job for a journey? Become a FlyMate!

Passion, excitement & global collaboration are all core to what it means to be a FlyMate. At Flywire, we’re on a mission to deliver the world’s most important and complex payments. We use our Flywire Advantage - the combination of our next-gen payments platform, proprietary payment network and vertical specific software, to help our clients get paid, and help their customers pay with ease - no matter where they are in the world.

What more do we need to truly be unstoppable? Perhaps, that is you! 

Who we are: 
Flywire is a global payments enablement and software company, founded more than a decade ago to solve high-stakes, high-value payments in higher education. We’ve since scaled into new regions and industry verticals and expanded our product offerings to deliver meaningful value to our clients around the world. 

Today we support more than 5,100 clients across the global education, healthcare, travel & B2B industries, with diverse payment methods across 240 countries & territories and more than 140 currencies.

With over 1,200 global FlyMates, representing more than 40 nationalities, and in 12 offices world-wide, we’re looking for FlyMates to join the next stage of our journey as we continue to grow.
 

Job Description

The Opportunity:

The CS1 role is the first line of support for our hospitality/e-commerce customers—triaging tickets, solving product questions, and documenting steps for the next team when needed. This role focuses on building technical support skills, using standard procedures to solve routine issues, and maintaining consistent, high-quality communication with customers.

Responsibilities:

  • Respond to a high volume of customer tickets, calls, and emails with empathy, professionalism, and efficiency.
  • Troubleshoot complex technical issues using logs, developer tools, DataDog, and internal tools.
  • Provide clear replication steps, screen recordings, or documentation to escalate issues to Engineering.
  • Translate technical findings into simple, actionable updates for customers and internal stakeholders.
  • Assist in writing SOPs and contributing to knowledge base articles and internal documentation.
  • Take ownership of escalated or pattern-based tickets and track them to resolution.
  • Identify bugs or process inefficiencies and work with the team to improve the overall support workflow.

What You’ll Do

  • Handle inbound tickets (email/web/phone) from intake to resolution using Zendesk.
  • Apply standard procedures to routine problems; escalate when appropriate.
  • Troubleshoot by reproducing steps, reviewing screenshots/logs, and isolating variables (browser, network, payment gateway, etc.).
  • Support common use cases such as PDF conversion and basic platform navigation.
  • Maintain quality responses while averaging ~25 solved tickets per day (≈575–600/month).
  • Contribute to macros, Help Center articles, and internal documentation.
  • Partner with Escalations/Tier-2 and Engineering on escalated issues.
  • Provide proactive updates to customers and ensure clear handoffs.
     

Qualifications

Here's What We're Looking For:

  • 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; able to break down complex issues for technical and non-technical audiences.
  • Ability to self-prioritize in a high-volume support environment (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 (e.g., PMS, eSign/ePay systems) is a plus.
  • Experience with SOP creation is a plus.
  • Participate in customer calls, screen shares, or trainings when escalations require higher-level communication.
  • Rotate into the holiday or on-call support schedule as needed.

Tools You’ll Use

  • Zendesk (tickets, macros, views, Explore)
  • Jira (bug tickets) and Confluence (SOPs/KB)
  • Browser developer tools; basic log review
  • DataDog and internal monitoring dashboards
  • PDF conversion tools and hospitality SaaS platforms
     

Additional Information

Submit today and get started!

We are excited to get to know you! Throughout our process you can expect to meet different FlyMates including the Hiring Manager and other Flymates. Your Talent Acquisition Partner will walk you through the steps and be your “go-to” person for questions.

Flywire is an equal opportunity employer and follows a policy of administering all employment decisions and personnel actions without regard to race, color, religion, sex, pregnancy, gender identity, national origin, age, ancestry, physical or mental disability, sexual orientation, genetic disposition or carrier status, veteran status, or any other category protected under applicable national, federal, state or local law.

The US base salary range for this full-time position is $45,000 - $60,000 and benefits. Our salary ranges are determined by role, position level, and location. The range displayed on this job posting reflects the minimum and maximum target for new hire salaries for the position across all US locations. Within the range, individual pay is determined by work location and several other factors, including job-related skills, experience, relevant education and training. 

 

#LI-Hybrid

Flywire Chicago, Illinois, USA Office

333 N Green St Suites 812 & 813, Chicago, IL, United States, 60607

Similar Jobs at Flywire

An Hour Ago
Hybrid
Chicago, IL, USA
100K-135K Annually
Senior level
100K-135K Annually
Senior level
Fintech • Payments • Software
Lead QA engineer focused on designing and implementing test automation, performance and scalability testing, investigating production issues, driving quality practices, mentoring teammates, and improving CI/CD and tooling for a payments-focused web product.
Top Skills: Ci/CdDockerJavaJavaScriptPlaywrightPostmanRest-AssuredRestfulShellWiremock
9 Days Ago
Hybrid
Chicago, IL, USA
81K-101K Annually
Mid level
81K-101K Annually
Mid level
Fintech • Payments • Software
Provide Tier 2 technical support for Flywire products (SFS, eStore, TPI): manage tickets to SLA, troubleshoot web and command-line issues, liaise with engineering, maintain AI and knowledge repositories, and use AI tools to automate workflows and client communications.
Top Skills: ClaudeMySQLRegexSaas Web Applications
15 Days Ago
Hybrid
Chicago, IL, USA
142K-177K Annually
Senior level
142K-177K Annually
Senior level
Fintech • Payments • Software
Lead product strategy and roadmap for Treasury and finance platforms, partner with senior stakeholders, translate complex business needs into engineering plans, govern product metrics, drive platform architecture decisions, mentor product managers, and manage vendor relationships to ensure scalable, secure enterprise finance systems.
Top Skills: Agentic AiAi/MlIntegration PlatformsKyribaSalesforceTreasury Management SystemsWorkdayZip

What you need to know about the Chicago Tech Scene

With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.

Key Facts About Chicago Tech

  • Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
  • Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
  • Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
  • Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account