Startups · AI

Senior Director, Pricing and Commercial

FlyWire · Boston, MA · On-site

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About FlyWire

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. Backed by Techstars.

About the role

The Director of Pricing & Commercial Growth drives Flywire’s software pricing strategy and commercial frameworks across verticals. This role ensures we win deals while capturing the full value of what we deliver, balancing growth acceleration with margin discipline and scalability.

What they're looking for

  • 12+ years of experience in pricing, monetization, GTM strategy, corporate strategy, within a B2B SaaS or platform company
  • Proven ownership of pricing and packaging for multi-product, software organizations
  • Strong understanding of value-based pricing, tiered and usage-based models, and complex deal structures
  • Experience building scalable pricing frameworks, governance, and contracting models
  • Strong analytical capability paired with sound commercial judgment
  • Ability to influence senior leaders and drive alignment across functions
More about this role

Why this role matters

As Flywire scales a multi-product software platform across verticals, regions, and buyer types, software pricing and contracting become some of the most powerful levers for growth, consistency, and long-term value creation.

The Director of Pricing & Commercial Growth drives Flywire’s software pricing strategy and commercial frameworks across verticals. This role ensures we win deals while capturing the full value of what we deliver, balancing growth acceleration with margin discipline and scalability.

This is a senior commercial leadership role. It helps to set direction, defines guardrails, and shapes how value is captured across the business.

What this role exists to do

Own Flywire’s global software pricing, packaging, and contracting strategy, translating product value and market insight into scalable commercial models. Partner closely with Corporate Strategy/BizOps and transactional/payex pricing teams to ensure a cohesive, value-driven monetization approach across software and payments.

Key Responsibilities

Pricing & Packaging Strategy

  • Own Flywire’s software pricing and packaging strategy across products, verticals, and customer segments
  • Design...

Read the full posting on FlyWire's site ↗

Marketing, Corp

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