Full-Time

Site Reliability Engineering Manager II

Flywire

Flywire

1,001-5,000 employees

Global payments platform for education, healthcare

No salary listed

Chicago, IL, USA

Remote

Category
Engineering Management (1)
Required Skills
Docker
DevOps

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Requirements
  • 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 as Test-Driven Development or Behavior-Driven Development will be highly valued
  • Familiarity with the container ecosystem, cloud infrastructure, build systems and Continuous Integration/Continuous Deployment 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
Responsibilities
  • 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
Desired Qualifications
  • 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

Flywire provides global payments enablement and software for high-value cross-border payments across education, healthcare, travel, and B2B. It combines a payments platform, a global network, and vertical-specific software to manage invoicing, payment, and receivables, integrating with clients' ERP and A/R systems; it supports 140+ currencies across 240+ countries and local currency payments with installment options. It differentiates itself by vertical-focused software and end-to-end receivables workflow embedded in clients' systems rather than a generic processor. Its goal is to simplify and streamline complex, high-value payments for institutions and enterprises worldwide while expanding its geographic and industry reach.

Company Size

1,001-5,000

Company Stage

IPO

Headquarters

Boston, Massachusetts

Founded

2011

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Simplify Jobs

Simplify's Take

What believers are saying

  • Q1 2026 revenue grew 41% to $188.1M, driven by Sertifi acquisition and 200+ new client wins across all verticals.
  • Company swung to $12.5M net income in Q1 2026, guiding 18–24% FX-neutral revenue growth and 175–375 bps EBITDA margin expansion.
  • Flywire launched $50M share buyback, repurchased $10M in Q1, and maintains $500M+ liquidity with strong financial flexibility amid growth.

What critics are saying

  • Razor-thin 2.2% net margin forces heavy reinvestment, leaving minimal cushion against volume shocks or FX-driven margin compression within 6–12 months.
  • Directors and CFO sold large equity stakes in 2026, signaling internal concern over valuation despite earnings beats.
  • Real-time payment rails (FedNow, RTP) and CBDC infrastructure threaten Flywire’s high-margin proprietary network share in B2B and healthcare within 9–15 months.

What makes Flywire unique

  • Flywire specializes in complex, high-value cross-border payments for education, healthcare, and travel across 240 countries.
  • Its integrated platform combines next-gen payments, proprietary global network, and vertical-specific software embedded into client A/R and ERP systems.
  • Flywire enables local currency payments with flexible options like installments, tailored invoicing, and robust tracking across 140+ currencies.

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Benefits

Health Insurance

401(k) Retirement Plan

Wellness Program

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
Yahoo Finance
Mar 26th, 2026
Flywire appoints former Bank of America Chief Audit Executive to board

Flywire Corporation has appointed Christine Katziff to its board of directors, where she will also join the audit committee. Katziff brings over three decades of financial services experience, most recently serving as chief audit executive at Bank of America. During her 38-year career at Bank of America, Katziff led global audit and credit review teams, reporting directly to the CEO and audit committee for over a decade. She oversaw risk assessment, cybersecurity, capital planning and compliance whilst pioneering the use of AI and automation in risk management. Katziff currently chairs Novant Health's board and Bryant University's finance committee. She holds a business administration degree from Bryant University and an MBA from the University of Hartford.

Yahoo Finance
Mar 14th, 2026
Morgan Stanley's Wilson eyes S&P 500 at 6,300 by April, picks 2 stocks to buy

Flywire Corporation, a global digital payment platform serving education, travel and healthcare sectors, has been highlighted by Morgan Stanley as a buying opportunity amid market weakness. The company operates across 240 countries and territories, supporting over 140 currencies for more than 4,900 clients. Morgan Stanley chief US equity strategist Mike Wilson suggests the S&P 500 could trade towards 6,300 by early April before a fundamental recovery takes hold. Whilst acknowledging near-term headwinds from geopolitical tensions and tightening liquidity, Wilson maintains a longer-term positive outlook and advises investors to prepare shopping lists. Flywire recently acquired Sertifi, a cloud-based electronic signature platform, for $330 million. The acquisition contributed $14.2 million in revenue during the fourth quarter of 2025.

Yahoo Finance
Mar 10th, 2026
Flywire posts $623M revenue, issues 26-30% FX-neutral growth guidance for 2026

Flywire has reported fourth-quarter 2025 sales of $157.54 million and full-year sales of $623.03 million, with net income improving to $13.5 million. The payments platform company issued upbeat 2026 guidance, projecting foreign exchange-neutral revenue growth of 26% to 30%. The company, which operates across education, healthcare and travel sectors, is scheduled to present at Raymond James and Morgan Stanley investor conferences. Management will address margins and vertical mix against growth targets. Flywire's narrative projects $817 million revenue and $102.1 million earnings by 2028, requiring 14.8% yearly revenue growth. However, investors should note that regulatory scrutiny and compliance costs could impact profitability. Analyst estimates for 2028 revenue vary significantly, ranging from $773.5 million to higher projections.

Yahoo Finance
Feb 25th, 2026
Flywire shares jump 10% on Q4 revenue beat of $157.5M, up 39.7% year-over-year

Flywire, a global payments company, saw its shares jump 10.1% after reporting fourth-quarter results that exceeded Wall Street expectations. Revenue grew 39.7% year-over-year to $157.5 million, beating analyst estimates by 9.3%. The company posted GAAP earnings per share of $0.00, surpassing forecasts of a $0.01 loss. Adjusted EBITDA of $25.4 million came in nearly 10% ahead of consensus estimates. The strong performance across both revenue and profitability metrics drove positive investor sentiment. Despite the gains, Flywire shares remain down 10.6% year-to-date and are trading 29.6% below their 52-week high of $17.64 from February 2025. The stock has experienced significant volatility, with 12 moves greater than 5% over the past year.

The Associated Press
Feb 23rd, 2026
Flywire appoints Patrick Blanc as chief technology officer

Flywire, a global payments enablement and software company, has appointed Patrick Blanc as Chief Technology Officer. Blanc will oversee global engineering, implementation and technical support, leading technology strategy across Flywire's payments platform and vertical software. Blanc brings over 20 years of payments technology leadership, most recently serving as CTO of Ingenico. He previously held senior roles at Visa, including CTO of Cybersource and Value Added Services, and spent a decade at PayPal developing expertise in mobile commerce and payment applications. The appointment comes as Flywire advances its AI-first engineering approach and scales to meet growing client demand. David King transitions from CTO to Chief Product Officer and Co-President of Global Education. Flywire currently supports over 4,900 clients across education, healthcare, travel and B2B sectors globally.