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Site Reliability Engineering Manager II

Flywire · Chicago, IL, United States · Posted Jul 7, 2026

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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

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, ElasticSearch, DocumentDB

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 communities by hosting different events, Meetups, etc

What We Offer:

Competitive compensation

Employee Stock Purchase Plan (ESPP)

Flying Start - Our immersive Global Induction Program (Meet our Execs & Global Teams)

Work with brilliant people that will keep you on your toes, learn more about their journeys by checking out #InsideFlywire on social media

Dynamic & Global Team (we have been collaborating virtually for years!)

Wellbeing Programs (Mental Health, Wellness, Yoga/Pilates/HIIT Classes) with Global FlyMates

Competitive time off including FlyBetter Days to volunteer in your community and Digital Disconnect Days!

Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers!)

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 orienta…

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