Senior Account Executive

Summary

Join Flywire as an Account Executive and drive sales of mid-market AR automation or Invoice-to-Cash software. You will manage the full sales lifecycle, from lead generation to deal closure, acting as a trusted advisor to clients. Leverage your AR automation expertise to articulate Flywire's value proposition and build long-term partnerships. Collaborate with cross-functional teams to ensure successful implementations. Deepen relationships with existing clients and identify expansion opportunities. Consistently generate new pipeline through outbound prospecting and networking. Flywire offers competitive compensation, including Restricted Stock Units, an Employee Stock Purchase Plan, and a comprehensive benefits package.

Requirements

• 3–5 years of quota-carrying experience in SaaS, preferably in AR automation, Fintech, or Invoice-to-Cash solutions
• Proven success selling to finance teams within mid-market organizations
• Strong consultative selling and value-based sales methodology experience
• Comfortable leading complex sales cycles with multiple stakeholders
• Clear communicator with strong presentation and negotiation skills
• Highly self-motivated, organized, and excited to work in a fast-paced environment

Responsibilities

• Drive New Business: Prospect and engage mid-market companies to identify needs and position Flywire’s I2C solution as a fit for their AR automation goals
• Consultative Selling: Act as a strategic advisor, understanding clients' pain points and crafting tailored solutions that deliver operational efficiency and financial ROI
• Sales Lifecycle Ownership: Manage opportunities end-to-end, including outreach, discovery, demos, proposals, and contract negotiation
• Cross-Functional Collaboration: Partner with marketing, product, legal, and onboarding teams to ensure successful implementations and a smooth client experience
• Partnership Growth: Deepen relationships with existing clients and identify expansion opportunities to grow Flywire’s footprint within the account
• Outbound Engagement: Consistently generate new pipeline through outbound prospecting, industry events, and networking

Benefits

• Competitive compensation, including Restricted Stock Units
• Employee Stock Purchase Plan (ESPP)
• Flying Start - Our immersive Global Induction Program (Meet our Execs & Global Teams)
• Wellbeing Programs (Mental Health, Wellness, Yoga/Pilates/HIIT Classes) with Global FlyMates
• Competitive time off including FlyBetter Days to volunteer in a cause you believe in and Digital Disconnect Days!
• Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers!)