Vice President Revenue Operations, Flywire
$225-290k
+ ESPP + RSUs + Bonus + Commission
Global payments processing
Be an early applicant
Global payments processing
1001+ employees
Be an early applicant
$225-290k
+ ESPP + RSUs + Bonus + Commission
1001+ employees
Company mission
To save international students and their families money that would otherwise be lost on bank fees and unfavorable foreign exchange rates.
Role
Who you are
- 10–15+ years of RevOps, Sales/Marketing Ops, or GTM Strategy experience in high-growth B2B SaaS environments
- A hands-on mindset — you’re not afraid to get into the weeds and make systems, processes, and dashboards better
- Track record of building scalable GTM infrastructure from the ground up or through major transformation
- Expertise with tools like Salesforce, Marketo, Gong, and other RevOps platforms
- Strong analytical chops — you can turn data into insight and insight into action
- Experience managing cross-functional projects and driving alignment across Sales, Marketing, Customer Success, and Finance
- Outstanding executive communication skills, especially around performance metrics and board-level reporting
- A passion for mentoring and building high-performing teams
What the job involves
- Flywire is seeking a strategic and hands-on senior leader to drive and orchestrate our entire revenue generation lifecycle, from initial awareness to sustained customer expansion and retention
- This is not just a leadership role; it's an opportunity to help shape the future of a rapidly growing company
- You will be the driving force behind our sales, marketing and customer success engine, leading a team responsible for mission-critical programs across:
- Marketing & Sales Operations: Streamlining processes, optimizing lead generation, and driving sales efficiency to achieve our pipeline, ARR, revenue growth and retention goals
- Proposals & Deal Management: Architecting compelling proposals and optimizing deal flow to accelerate revenue
- Go-to-Market Readiness & Effectiveness: Equipping our teams with the tools, training, and insights they need to succeed
- Sales Commission & Incentive Strategies: Designing and implementing performance-driven incentive programs
- Go-to-Market Technology: Partnering with our Systems team, you’ll own our tech stack vision and roadmap (Gong, Marketo, etc.), ensuring seamless integration into our CRM, and driving innovation
- You'll be a key strategic partner, collaborating directly with Sales, Customer Success, Marketing, Business Operations, and Finance to define strategy, implement performance metrics, and drive alignment across all revenue-generating functions
- Strategic Influence: You'll play a pivotal role in shaping Flywire's global growth strategy
- Transformative Leadership: You'll lead a high-performing team and drive significant operational improvements
- Innovation & Impact: You'll have the opportunity to build and implement cutting-edge RevOps solutions
- Global Reach: You'll impact revenue generation across diverse verticals worldwide
- Dynamic Environment: You'll thrive in a fast-paced, collaborative, and innovative culture
- Strategic Partnership: Collaborate with global sales and senior leadership to achieve growth objectives (pipeline, sales ramp, LTV/CAC, ARR, marketing effectiveness and more!) and drive GTM alignment
- Operational Excellence: Lead all aspects of sales and marketing operations, optimizing processes and technology
- Performance Management: Establish and maintain rigorous operating cadence, ensuring accurate forecasting and pipeline management across Flywire's global sales and vertical teams
- Revenue Innovation: Propose and execute new processes, sales incentives, metrics to help us grow and scale across all verticals
- Tech Stack Vision & Ownership: Partner with Systems teams to evaluate, scope, and implement CRM/GTM tech stack enhancements
- Data-Driven Insights: Define key metrics, build performance dashboards, and drive data-informed decisions
- Change Management: Lead process improvements and drive operational efficiencies across GTM organizations
- Executive Support: Support executive deliverables, including Board Reviews and strategic planning
Application process
- We are excited to get to know you! Throughout our process you can expect to meet with different FlyMates including the Hiring Manager, Peers on the team, the VP of the department, and a skills assessment
- Your Talent Acquisition Partner will walk you through the steps and be your “go-to” person for any questions
Our take
Flywire is a digital platform that simplifies the paying experience for international transactions. Flywire leverages its vertical-specific software and payments technology to deeply embed within client's existing accounts-receivable workflows.
Flywire was first set up to help international students pay their tuition for American colleges, but has since grown into a global payments enablement and software company. It has processed billions of dollars in payments for clients across the world and recently secured approval for its major payment institution license, enabling it to operate domestic money transfer and cross-border money transfer services.
Flywire serves clients across education, healthcare, travel, and B2B, including several Ivy League schools, and top US hospital systems. The company appears to be focussed on growth, including by strategic acquisitions and entry into new markets, recently in the Asia Pacific and Australia, as well as further developing its channel partners ecosystem.
Steph
Company Specialist at Welcome to the Jungle
Insights
12% employee growth in 12 months
Company
Funding (last 2 of 8 rounds)
Mar 2021
$60m
SERIES F
Feb 2020
$120m
SERIES E
Total funding: $323.2m
Company benefits
- Competitive compensation, including Restricted Stock Units
- Employee Stock Purchase Plan (ESPP)
- Flying Start - Our immersive Global Induction Program (Meet our Execs & Global Teams)
- Work with brilliant people that will keep you on your toes, learn more about their journeys by checking out #InsideFlywire on social media
- Dynamic & Global Team (we have been collaborating virtually for years!)
- Wellbeing Programs (Mental Health, Wellness, Yoga/Pilates/HIIT Classes) with Global FlyMates
- Be a meaningful part in our success - every FlyMate makes an impact
- Competitive time off including FlyBetter Days to volunteer in a cause you believe in and Digital Disconnect Days!
- Work From Home Stipend
- Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers!)
Company HQ
Boston, MA
Leadership
Mike Massaro
(CEO, not founder)Consultant at PwC. VP Strategic Accounts at Carrier IQ, before joining Flywire as VP Business Development in 2013. Became CEO upon departure of founder Iker Marcaide in 2013.
Salary benchmarks
We don't have enough data yet to provide salary benchmarks for this role.
Submit your salary to help other candidates with crowdsourced salary estimates.
Share this job
View 14 more jobs at Flywire