Flywire

Senior Director, Pricing and Commercial

Boston, us Full-time On-site
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Job Description

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 value-based pricing models, bundles, and offers aligned to customer outcomes and willingness to pay Define pricing frameworks including list prices, floors, guardrails, and discount thresholds by product and segment Partner with Strategy/BizOps, Product and Product Marketing, Sales to align pricing with roadmap decisions, positioning, and launches Lead pricing strategy for new software products, expansions, and major commercial initiatives Contracting & Deal Structure Own commercial deal structures and contracting strategy in close partnership with Legal Develop standard contract templates and commercial terms that cover the majority of deals and accelerate deal velocity Establish deal governance that balances Sales flexibility with margin protection and long-term portfolio value Provide oversight on complex, high-value, or non-standard enterprise deals Value Growth & Governance Drive ACV/average deal size growth, price realization, and margin uplift through disciplined pricing execution Establish discount discipline and approval frameworks that scale Define and monitor pricing KPIs including ACV, margin, price realization, deal velocity, and exception rates Use win/loss and deal data to continuously refine pricing and packaging strategies Customer, Market & Data Insight Lead pricing-specific customer and market research, including quantitative pricing studies when appropriate Analyze usage, deal, and market data to identify pricing opportunities, risks, and tradeoffs Translate insight into clear recommendations and decision points for executive leadership Cross-Functional Leadership Partner with Sales, Revenue Operations, Finance, Product, and Product Marketing to operationalize pricing strategy Present pricing recommendations, scenarios, and tradeoffs to senior leadership and the executive team Partner closely with FP&A & Corporate Strategy/BizOps to align pricing with long-term growth and portfolio strategy Work in tight collaboration with transactional/payment pricing teams to align software pricing with payment economics This role defines the strategy, frameworks, and guardrails that others execute within. What this role does not own or do Marketing messaging or campaign execution Product roadmap ownership Product strategy or bizops/corporate strategy  Make pricing decisions in a silo - this is a collaborative process involving CCO, field (GMs, verticals) COO, transactional pricing, Finance  How success is measured Sustained deal size/ACV growth and margin improvement across software products Consistent pricing execution with reduced deal exceptions Improved deal velocity through standardized contracting Adoption of pricing frameworks by Sales and GTM teams Executive confidence in pricing decisions and governance Who you’ll work closely with Exec team, Vertical GMs, Corporate Strategy/BizOps, Product Management, Product Marketing, Sales and RM leadership, Revenue Operations, Finance, Legal, Transactional Pricing teams

Frequently Asked Questions

What does the Senior Director, Pricing and Commercial role at Flywire involve?

The Senior Director, Pricing and Commercial position at Flywire in Boston, us is a full-time 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 skills are required for Senior Director, Pricing and Commercial at Flywire?

Key skills for this role include: Scala, Rails, IOS.

What is the salary for Senior Director, Pricing and Commercial at Flywire?

The salary for this position is not publicly listed. You can negotiate during the interview process. Check Glassdoor or Levels.fyi for estimates.

Is the Senior Director, Pricing and Commercial position at Flywire remote or on-site?

This position is On-site. The role is based in Boston, us.

How do I apply for Senior Director, Pricing and Commercial at Flywire?

You can apply for this position directly through the employer's careers page. Click the 'Apply Now' button on this page to be redirected to the original listing. Make sure your resume is ATS-optimized. Use SpotChange's free ATS test to check.

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About This Role

Senior Director, Pricing and Commercial at Flywire is a full-time management position in Boston, us. Key skills include Scala, Rails, IOS. Education: Master's Degree preferred. Experience: 5+ years.

This role is classified as on-site and is suitable for senior-level professionals. Ghost Score 40/100 (Possibly Stale) indicates this listing is possibly stale — verify on the employer site.

To apply, visit the official application page through the Apply Now button above. SpotChange Jobs provides AI-powered career tools including resume optimization, ATS testing, interview preparation, and salary negotiation assistance.