Inside Sales Account Executive - B2b jobs at Flywire in United States, Boston

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. We use our Flywire Advantage - the combination of our next-gen payments platform, proprietary payment network and vertical specific software, to help our clients get paid, and help their customers pay with ease - no matter where they are in the world.

What more do we need to truly be unstoppable? Perhaps, that is you!

Who we are:

Today, we’ve digitized payments for more than 3,300+ global clients across education, healthcare, travel & B2B, covering more than 240 countries and territories and supporting over 140 currencies. And, we’re just getting started!

With over 1000+ global FlyMates, representing more than 40 nationalities, and in 14 offices world-wide, we’re looking for FlyMates to join the next stage of our journey as we continue to grow.

The Opportunity:

We are seeking an experienced and motivated
Director of Sales to join our dynamic and growing company. This position is accountable for the development, implementation, and support of strategies and tactics to effectively acquire, manage, and profitably grow the sales of healthcare financial engagement and payment platform. This person will convert client conversations into qualified, developed, proposed, and closed sales opportunities.

Ideally, this position will be fulfilled remotely with travel within their sales territory, and to Chicago/Boston occasionally as needed.

Key Responsibilities:

• “Hunting” role that is focused on acquiring net new clients
• Identifying and leading opportunities using a consultative selling approach throughout all phases of the sales process (e.g. identification, qualification, development, proposal, closing)
• Developing strategic opportunity plans that define a differentiated solution and win strategy
• Initiating, nurturing, and sustaining trusted executive client relationships targeted at the “C” suite
• Supporting RFP and proposal generation process
• Maintaining accurate and timely administrative responsibilities relevant to the position
• Adhering to company policies and procedures for proper execution of compliance, training and regulatory duties

Here’s What We’re Looking For:

• Minimum of 10 years of experience in a SaaS, technology or service sales position in the healthcare market preferably within the revenue cycle
• BA/BS degree or higher
• Experience successfully selling revenue cycle technology solutions or services into acute health systems. Experience with Texas and Tennessee health systems is a huge plus.
• A track record of consistently achieving or exceeding sales targets
• Ability to sell a solution that solves the client’s business problems
• Outstanding written and verbal communication skills
• Familiarity with CRM applications; Salesforce preferred

What We Offer:

• 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!
• Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers!)

Submit today and get started!

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.

Flywire is an equal opportunity employer. With over 30 nationalities across 12 different offices, and diversity and inclusion at the core of our people agenda, we believe our FlyMates are our greatest asset, and we’re excited to watch our unique culture evolve with each new hire.

Flywire is an equal opportunity employer.

#LI-Remote

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. We use our Flywire Advantage - the combination of our next-gen payments platform, proprietary payment network and vertical specific software, to help our clients get paid, and help their customers pay with ease - no matter where they are in the world.

What more do we need to truly be unstoppable? Perhaps, that is you!

Who we are:

Today, we’ve digitized payments for more than 3,300+ global clients across education, healthcare, travel & B2B, covering more than 240 countries and territories and supporting over 140 currencies. And, we’re just getting started!

With over 1000+ global FlyMates, representing more than 40 nationalities, and in 14 offices world-wide, we’re looking for FlyMates to join the next stage of our journey as we continue to grow.

The Opportunity:
Flywire is looking for a Senior Manager, B2B Implementation to lead our implementation function within the B2B vertical. This is a high-impact role responsible for overseeing the delivery of complex software and payment solutions to enterprise and mid-market clients across industries including SaaS, manufacturing, professional services, and more. You’ll lead a team of Implementation Managers, drive operational excellence, and partner cross-functionally with Product, Engineering, Solutions, and Client Success to ensure every implementation is successful, scalable, and sets our clients up for long-term growth. If you’ve led high-performing implementation teams in a SaaS or FinTech environment, have a strong grasp of systems integrations and payments infrastructure, and thrive in a fast-paced, client-first environment this role is for you.

Key Responsibilities:

• Lead and grow a team of Implementation Managers supporting B2B client onboarding
• Serve as the escalation point for complex implementations involving payment integrations, ERP syncs, token migration, or custom configuration
• Develop and maintain scalable processes for project delivery, testing, launch, and client handoff
• Oversee portfolio health and team capacity planning to ensure predictable timelines and quality
• Guide project scoping and solution design for large, strategic clients in partnership with Product and Solutions teams
• Define and track key metrics related to implementation performance (e.g., time to value, CSAT, launch velocity)
• Collaborate with internal stakeholders to advocate for tooling improvements, workflow automation, and process alignment
• Coach and mentor team members to build implementation excellence and support professional growth
• Represent the B2B implementation function in leadership meetings and contribute to strategic planning
• Lead critical go-lives and troubleshoot into implementation issues when needed

Here’s What We’re Looking For:

• BA/BS degree
• 7+ years of experience in client implementation or onboarding roles, including 2+ years managing teams
• A background working for a SaaS based company (preferred)
• Strong technical fluency:
  • Understanding of APIs, SFTP, webhooks, JSON/XML
  • Experience with ERPs like NetSuite, Intacct, QuickBooks, Salesforce, or similar
  • Familiarity with payment gateways, tokenization, and reconciliation logic
• Proven track record of delivering complex software projects with external clients and cross-functional teams
• Strong project management skills with the ability to handle multiple priorities.
• Excellent communication and client-facing skills.
• In-depth knowledge of payment processing systems and integration methods.
• Ability to work cross-functionally and adapt to a fast-paced environment.

What We Offer:

• 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!
• Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers!)

Submit today and get started!

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. The US base salary range for this full-time position is $130,000-$160,000 plus restricted stock units and benefits. Our salary ranges are determined by role, position level, and location. The range displayed on this job posting reflects the minimum and maximum target for new hire salaries for the position across all US locations. Within the range, individual pay is determined by work location and several other factors, including job-related skills, experience, relevant education and training. Your Talent Acquisition Partner can share more about the specific salary range for your preferred location during the hiring process.

Flywire is an equal opportunity employer. With over 30 nationalities across 12 different offices, and diversity and inclusion at the core of our people agenda, we believe our FlyMates are our greatest asset, and we’re excited to watch our unique culture evolve with each new hire.

Flywire is an equal opportunity employer.

#LI-Hybrid

Who we are:

Flywire is a global payments enablement and software company, founded more than a decade ago to solve high-stakes, high-value payments in higher education. We’ve since scaled into new regions and industry verticals and expanded our product offerings to deliver meaningful value to our clients around the world.

Today we support more than 4,600 clients across the global education, healthcare, travel & B2B industries, with diverse payment methods across 240 countries & territories and more than 140 currencies.

With over 1,200 global FlyMates, representing more than 40 nationalities, and in 12 offices world-wide, we’re looking for FlyMates to join the next stage of our journey as we continue to grow.

The Opportunity:

We, at Flywire, are looking for an experienced sales professional to help us expand our rapidly growing Travel business. Using superior networking skills, this individual will be responsible for driving revenue for our vertical-specific payments software through new direct sales and strategic partnerships. If you are a great team player, enjoy having fun, and motivated by success, this may be the role for you!

• Build client relationships and manage full sales cycle, from prospecting to close
• Contribute to pipeline generation, prospecting, and lead generation (we relentlessly pursue new business!)
• Clearly articulate and demonstrate our value proposition, creating excitement and enthusiasm among prospects
• Achieve established goals to deliver monthly and quarterly revenue quota
• Partner with key internal stakeholders (product, technical, operational and marketing team) to project manage the delivery and implementation of our solution
• Work alongside marketing on lead generations efforts including lead campaigns, new market research, and more
• Build a metrics-driven sales pipeline of new accounts in the Americas and European Regions

Here’s What We’re Looking For:

• BA/BS degree (required)
• 3+ years of full sales cycle experience; a background selling Saas based solutions is preferred
• Strong judgement, high emotional intelligence and excellent communication skills (oral and written)
• Proactive self-starter capable of anticipating needs and taking initiative in a fast-paced environment
• Experience in consultative sales; the ability to build rapport quickly, demonstrate products remotely and meet the specific customer needs with effective solutions
• The ability to handle multiple projects simultaneously
• Familiarity with Salesforce or other CRM applications
• Residency of candidate is flexible, but preferred in an East Coast Time Zone

Submit today and get started!

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.

The US base salary range for this full-time position is $80,000-$90,000 plus commission, restricted stock units and benefits. Our salary ranges are determined by role, position level, and location. The range displayed on this job posting reflects the minimum and maximum target for new hire salaries for the position across all US locations. Within the range, individual pay is determined by work location and several other factors, including job-related skills, experience, relevant education and training. Your Talent Acquisition Partner can share more about the specific salary range for your preferred location during the hiring process.

Flywire is an equal opportunity employer. With over 40 nationalities across 12 different offices, and diversity and inclusion at the core of our people agenda, we believe our FlyMates are our greatest asset, and we’re excited to watch our unique culture evolve with each new hire.

Who we are:

Flywire is a global payments enablement and software company, founded a decade ago to solve high-stakes, high-value payments in education, using modern technology. Today, we’ve digitized payments for more than 3,000 global clients across education, healthcare, travel & B2B, covering more than 240 countries and territories and supporting over 140 currencies. And, we’re just getting started!

With over 950+ global FlyMates, representing more than 40 nationalities, and in 14 offices world-wide, we’re looking for FlyMates to join the next stage of our journey as we continue to grow.

The Opportunity:

We, at Flywire, are looking for an experienced sales professional to help us expand our rapidly growing Travel business. Using superior networking skills, this individual will be responsible for driving revenue for our vertical-specific payments software through new direct sales and strategic partnerships. If you are a great team player, enjoy having fun, and motivated by success, this may be the role for you!

• Build client relationships and manage full sales cycle, from prospecting to close
• Contribute to pipeline generation, prospecting, and lead generation (we relentlessly pursue new business!)
• Clearly articulate and demonstrate our value proposition, creating excitement and enthusiasm among prospects
• Achieve established goals to deliver monthly and quarterly revenue quota
• Partner with key internal stakeholders (product, technical, operational and marketing team) to project manage the delivery and implementation of our solution
• Work alongside marketing on lead generations efforts including lead campaigns, new market research, and more
• Build a metrics-driven sales pipeline of new accounts in the Americas and European Regions

Here’s What We’re Looking For:

• BA/BS degree (required)
• 3+ years of full sales cycle experience; a background selling Saas based solutions is preferred
• Strong judgement, high emotional intelligence and excellent communication skills (oral and written)
• Proactive self-starter capable of anticipating needs and taking initiative in a fast-paced environment
• Experience in consultative sales; the ability to build rapport quickly, demonstrate products remotely and meet the specific customer needs with effective solutions
• The ability to handle multiple projects simultaneously
• Familiarity with Salesforce or other CRM applications
• Residency of candidate is flexible, but preferred in an East Coast Time Zone

Submit today and get started!

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.

The US base salary range for this full-time position is $80,000-$90,000 plus commission, restricted stock units and benefits. Our salary ranges are determined by role, position level, and location. The range displayed on this job posting reflects the minimum and maximum target for new hire salaries for the position across all US locations. Within the range, individual pay is determined by work location and several other factors, including job-related skills, experience, relevant education and training. Your Talent Acquisition Partner can share more about the specific salary range for your preferred location during the hiring process.

Flywire is an equal opportunity employer. With over 40 nationalities across 12 different offices, and diversity and inclusion at the core of our people agenda, we believe our FlyMates are our greatest asset, and we’re excited to watch our unique culture evolve with each new hire.

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. We use our Flywire Advantage - the combination of our next-gen payments platform, proprietary payment network and vertical specific software, to help our clients get paid, and help their customers pay with ease - no matter where they are in the world.

What more do we need to truly be unstoppable? Perhaps, that is you!

Who we are:

Today, we’ve digitized payments for more than 3,300+ global clients across education, healthcare, travel & B2B, covering more than 240 countries and territories and supporting over 140 currencies. And, we’re just getting started!

With over 1000+ global FlyMates, representing more than 40 nationalities, and in 14 offices world-wide, we’re looking for FlyMates to join the next stage of our journey as we continue to grow.

As an
Inside Sales Account Executive at Flywire, you’ll play a key role in growing our B2B vertical by converting high-quality inbound leads into successful client partnerships. You’ll represent one of the most exciting fintech platforms in the market—helping organizations solve critical AR and payment challenges with our innovative solution.

Our FlyMates are creative problem solvers focused on execution and building trusted, value-driven relationships with clients. Success in this role is defined not just by revenue generated, but by client satisfaction, product adoption, and long-term success.

What you’ll do:

• Convert inbound leads into qualified opportunities and closed deals by understanding client pain points and demonstrating the value of Flywire’s AR automation and payments solution.
• Engage prospects in discovery calls, product demos, and consultative sales discussions.
• Build and maintain strong relationships throughout the sales lifecycle—from first touch through onboarding and handoff.
• Collaborate closely with cross-functional teams (Marketing, Product, Operations, Solutions Engineering) to deliver a seamless client experience.
• Maintain accurate pipeline data and activity tracking in our CRM system.
• Identify trends in client feedback to influence new product features and improvements.
• Support broader sales and marketing initiatives, including lead nurturing and campaign follow-up.

What you bring:

• Strong communication and consultative selling skills.
• Experience in SaaS, Fintech, or AR automation is a plus.
• Ability to manage multiple inbound leads and prioritize effectively.
• A passion for helping businesses solve real-world payment and AR challenges.

What We Offer:

• 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!
• Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers!)

Submit today and get started!

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.

Flywire is an equal opportunity employer. With over 30 nationalities across 12 different offices, and diversity and inclusion at the core of our people agenda, we believe our FlyMates are our greatest asset, and we’re excited to watch our unique culture evolve with each new hire. #LI-Remote

Flywire is an equal opportunity employer.

#LI-Hybrid

Who we are:

Flywire is a global payments enablement and software company, founded a decade ago to solve high-stakes, high-value payments in education, using modern technology. Today, we’ve digitized payments for more than 3,100 global clients across education, healthcare, travel & B2B, covering more than 240 countries and territories and supporting over 140 currencies. And, we’re just getting started!

With over 1000+ global FlyMates, representing more than 40 nationalities, and in 14 offices world-wide, we’re looking for FlyMates to join the next stage of our journey as we continue to grow.

The Opportunity:
Flywire is seeking a results-driven sales professional with 3–5 years of experience selling mid-market AR automation or Invoice-to-Cash software to join our B2B team. In this role, you’ll be at the forefront of transforming the way businesses manage their receivables, helping clients streamline invoicing, payments, and reconciliation with Flywire’s innovative I2C platform.

As an Account Executive, you’ll own the full sales lifecycle—from lead generation to deal closure—while acting as a trusted advisor to mid-market clients. You’ll leverage your AR automation expertise to articulate Flywire’s value proposition, build long-term partnerships, and drive meaningful outcomes for both our clients and our business.

Key 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.
  

Here's What We're Looking For:

• 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

What We Offer:

• 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!
• Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers!)

The US base salary range for this full-time position is $120,000-$150,000 plus commission, restricted stock units, and benefits. Our salary ranges are determined by role, position level, and location. The range displayed on this job posting reflects the minimum and maximum target for new hire salaries for the position across all US locations. Within the range, individual pay is determined by work location and several other factors, including job-related skills, experience, relevant education and training. Your Talent Acquisition Partner can share more about the specific salary range for your preferred location during the hiring process.

Submit today and get started!

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.

Flywire is an equal opportunity employer. With over 40 nationalities across 12 different offices, and diversity and inclusion at the core of our people agenda, we believe our FlyMates are our greatest asset, and we’re excited to watch our unique culture evolve with each new hire. #LI-Remote

Who we are:

Flywire is a global payments enablement and software company, founded a decade ago to solve high-stakes, high-value payments in education, using modern technology. Today, we’ve digitized payments for more than 3,100 global clients across education, healthcare, travel & B2B, covering more than 240 countries and territories and supporting over 140 currencies. And, we’re just getting started!

With over 1000+ global FlyMates, representing more than 40 nationalities, and in 14 offices world-wide, we’re looking for FlyMates to join the next stage of our journey as we continue to grow.

The Opportunity:

We are seeking an experienced and motivated Director of Sales to join our dynamic and growing company. This position is accountable for the development, implementation, and support of strategies and tactics to effectively acquire, manage, and profitably grow the sales of healthcare financial engagement and payment platform. This person will convert client conversations into qualified, developed, proposed, and closed sales opportunities.

Ideally, this position will be fulfilled remotely with travel within their sales territory and to Chicago/Boston occasionally as needed.

Key Responsibilities

• “Hunting” role that is focused on acquiring net new clients
• Identifying and leading opportunities using a consultative selling approach throughout all phases of the sales process (e.g. identification, qualification, development, proposal, closing)
• Developing strategic opportunity plans that define a differentiated solution and win strategy
• Initiating, nurturing, and sustaining trusted executive client relationships targeted at the “C” suite
• Supporting RFP and proposal generation process
• Maintaining accurate and timely administrative responsibilities relevant to the position
• Adhering to company policies and procedures for proper execution of compliance, training and regulatory duties

Here’s What We’re Looking For:

• BA/BS degree or higher
• Experience successfully selling revenue cycle technology solutions or services into acute health systems
• Minimum of 10 years of experience in a SaaS, technology or service sales position in the healthcare market preferably within the revenue cycle
• A track record of consistently achieving or exceeding sales targets
• Ability to sell a solution that solves the client’s business problems
• Outstanding written and verbal communication skills
• Familiarity with CRM applications; Salesforce preferred

What We Offer:

• 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!
• Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers!)

The US base salary range for this full-time position is $117,000-$141,000 plus commission, restricted stock units, and benefits. Our salary ranges are determined by role, position level, and location. The range displayed on this job posting reflects the minimum and maximum target for new hire salaries for the position across all US locations. Within the range, individual pay is determined by work location and several other factors, including job-related skills, experience, relevant education and training. Your Talent Acquisition Partner can share more about the specific salary range for your preferred location during the hiring process.

Submit today and get started!

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.

Flywire is an equal opportunity employer. With over 40 nationalities across 12 different offices, and diversity and inclusion at the core of our people agenda, we believe our FlyMates are our greatest asset, and we’re excited to watch our unique culture evolve with each new hire.