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Site Reliability Engineering Manager II

Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60601, USA
Listing for: Flywire
Remote/Work from Home position
Listed on 2026-07-25
Job specializations:
  • IT/Tech
    Systems Engineer, IT Support
Job Description & How to Apply Below

Site Reliability Engineering Manager II

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

Passion, excitement & global collaboration are all core to what it means to be a Fly Mate. 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!

Flywire is a global payments enablement and software company, founded more than a decade ago to solve high-stakes, high-value payments. We've 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 1,400+ global Fly Mates, representing more than 40 nationalities, and in 15 offices world-wide, we're looking for Fly Mates to join the next stage of our journey as we continue to grow.

Job Description

The Opportunity

We, at Flywire, are looking for an experienced Manager II, Site Reliability Engineering to join our team. In this role, you'll help drive reliability, automation and performance within our cloud-based infrastructure. At Flywire, the SRE team is responsible for the lifecycle of production systems. Our team is embedded within Software Engineering teams enabling and empowering them to achieve full speed on shipping reliable and operable systems.

They also work at a global scale driving initiatives to achieve production excellence.

  • Coordinate and support daily activities for SREs on the team and partner with their managers to determine approach for managing daily tasks
  • Track success on the team based on established goals and objectives
  • Work on issues of limited scope with the ability to find and execute solutions to routine problems
  • Become embedded within an Engineering team helping them navigate production excellence and advocate for best practices
  • Mentor team members and drive initiatives
  • Drive a design for a feature while understanding system-wide and architectural concerns
  • Understand the basic day-to-day tasks traits of a production environment and participate in on-call support
  • Engage and collaborate with other disciplines within the design, deployment, operation and optimization of services
  • Debug production issues across services and levels of the stack as well as practice incident response and blameless postmortems
  • Identifies opportunities both in processes and tools to improve the overall productivity of the team
  • Identify great talent and excite them to join our team
  • Provide estimations, track progress and manage risk as well as team members' time
  • Participate in an on-call shift along with other disciplines to respond to incidents
  • Become involved in tech communities and add contributions to enhance them
  • Lean into our business domain and needs as well as our company vision, mission and strategy to deliver on our short and long term goals
Qualifications

Here's what we're looking for

  • 5 years of experience within the SRE space
  • 2-5 years of leading or managing and developing SRE teams
  • Comfortable with the idea of being or becoming a generalizing specialist as we are aiming to build a multidisciplinary and balanced team based on "t-shaped" individuals.
  • Experience with at least one programming language is required as software engineering is an important part of our work and we actively use and support many different platforms and languages
  • Proficient with testing techniques such TDD or BDD will be highly valued
  • Familiarity with the container ecosystem, cloud infrastructure, build systems and CI/CD tools is key for being successful at this role
  • Comfortable taking ownership of complex systems challenges and help uncover opportunities for improvement
  • Strong communication and collaboration skills, and most importantly, empathy as we enable, empower and encourage our fellow colleagues

Some Technologies We Use:

  • Ruby, Java, Kotlin, Go, Node, Python
  • AWS: EC2, ECS, Lambda, Cloudwatch, SQS, RDS, Kinesis, S3, Elastic Search, Document DB
  • Linux, Docker, Terraform, Make, Chef
  • Gitlab, Jenkins
  • Sentry, Sumologic, Honeycomb

Our Culture:

  • We are a global company. Our engineering team is distributed across 3 continents and 4 different countries so remote work is allowed!
  • Our engineering practice is shaped around concepts including Agile, Lean, and Extreme Programming. Each team has a high level of autonomy to organize themselves in the way they consider more appropriate to execute their mission.
  • We actively engage in knowledge sharing by hosting internal cross-discipline events.
  • We are active in contributing to open source whenever possible.
  • We contribute to our local…
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