Senior Director, B2B Engineering, Site Lead

Flywire

Confirmed live 2 days ago High trust
Hybrid

Quick summary

Work type
Hybrid
Location
Austin, TXChicago, IL
Salary
$250,000–$350,000 / yr
Posted
43 days ago
Freshness
Confirmed live 2 days ago

Market check

Salary context

Above market

How this pay compares to similar roles

Similar $231k
This role $300k
$151k most similar roles pay here $371k

This role pays more than 80% of similar roles. Most pay $184,400–$277,625 — the shaded band above. At the midpoint, this role pays about $300k versus about $231k for comparable roles.

Based on 240 similar postings.

Employer

About Flywire

Flywire is a global payments enablement and software company specializing in high-stakes, complex payment verticals including education, healthcare, travel, and B2B, processing international payments across 240 countries. Industry: Financial Technology & Global Payments

Flywire currently has 22 open roles on FindRole.

Listed pay typically runs $81,000–$101,000 across 11 roles with salary data.

Most-posted roles

View all roles at Flywire

At a glance

TL;DR · Senior Director, B2B Engineering, Site Lead

Senior Director, B2B Engineering, Americas Site Lead leads the B2B engineering organization to oversee technical strategy, architecture, and execution for high-volume transaction systems and enterprise platforms. This leader serves as the Austin site lead, establishing a strategic hub while building internal teams to reduce contractor dependency. The role involves driving an AI-first engineering mindset to improve product capabilities, automation, and platform intelligence. Key responsibilities include defining technology roadmaps in partnership with product and executive stakeholders, establishing engineering standards, and mentoring senior technical talent. The ideal candidate possesses deep expertise in payments, fintech infrastructure, financial workflows, and distributed systems. Required skills include experience with backend systems, APIs, cloud platforms, and security protocols to solve complex problems involving transaction processing, reconciliation, and compliance within the B2B payment space.

What you'll do

  • Own the technical strategy, architecture, and execution for Flywire’s B2B engineering organization.
  • Serve as the engineering site lead to establish Austin as a strategic technology hub.
  • Build and scale an internal engineering team while reducing reliance on external contractors.
  • Drive an AI-first mindset to improve product capabilities, automation, and engineering productivity.
  • Establish engineering standards, operating rhythms, and delivery discipline across the B2B function.
  • Recruit, mentor, and develop senior engineering leaders and technical talent.
  • Represent B2B engineering in executive-level discussions regarding priorities, risks, and investment needs.

What we're looking for

  • Must have 15+ years of software engineering experience.
  • Must have significant leadership experience at the Director or Senior Director level.
  • Proven experience leading teams in payments, fintech, B2B software, or high-volume transaction systems.
  • Strong technical depth in distributed architecture, APIs, cloud platforms, and scalable platform design.
  • Demonstrated success building engineering organizations and managing external vendors.
  • Experience with financial systems, including reconciliation, compliance, risk, and payment flows.
  • Practical experience applying AI and automation to improve product and engineering outcomes.
  • Preferred experience in a hub or site leadership capacity.

More like this

Similar roles

Senior Engineering Manager, Site Reliability

Upstart

Remote (Canada) 56 days ago $195,300$270,400
Site Reliability Engineering Distributed Systems Cloud Infrastructure Datadog Grafana Prometheus OpenTelemetry Kubernetes AWS Incident Management Observability Service Level Objectives Postmortem Cloud Native Architecture
7+ yrs exp Remote

Senior Manager, AMER LAN Engineering Lead

Pfizer

NY 3 days ago $139,100$231,900
Python Ansible GitHub CI/CD Infrastructure as Code IPv4 IPv6 LAN WLAN Cisco Meraki Aruba Cisco Identity Service Engine Cisco Catalyst Center Ekahau App Suite Jira Confluence ServiceNow IPAM
6+ yrs exp Hybrid

Lead Director - Engineering

CVS Health

Remote (RI) +4 3 days ago $144,200$288,400
AI Scrum Agile KPIs Risk Mitigation Product Development
10+ yrs exp Remote