Senior Major Account Executive II - Swagger Expansion

Posted Yesterday
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Somerville, MA, USA
Hybrid
220K-220K Annually
Senior level
Cloud • Internet of Things • Software • App development • Automation
SmartBear delivers application integrity for modern tech stacks, ensuring continuous, measurable assurance that software
The Role
Owns strategic expansion across major enterprise accounts, growing Swagger and API lifecycle adoption. Leads complex, multi-threaded SaaS sales cycles, builds executive relationships, develops account strategies, identifies expansion opportunities, orchestrates cross-functional teams, and manages forecasting, negotiations, commercial structure, and high-value opportunities.
Summary Generated by Built In

SmartBear delivers application integrity for modern tech stacks, ensuring continuous, measurable assurance that software just works as intended with governance to operate at AI speed and scale. SmartBear offers deep test automation, API lifecycle management, and observability capabilities. With integrations across the SDLC, it sets a new quality standard for application delivery teams.
SmartBear is trusted by developers, testers, and software engineers across 32,000 organizations, including 75% of the largest financial institutions and industry leaders such as Adobe, JetBlue, and Microsoft. SmartBear’s open source tools are downloaded more than 100 million times a month and have earned over 30,000 GitHub stars from the developer community. With its best-loved brands, including Swagger, TestComplete, Reflect, QMetry, Zephyr, and more, SmartBear meets customers where they are to make our technology-driven world a better place. Learn more at www.smartbear.com, or follow us on LinkedIn, X, and Reddit. 
At SmartBear, you will be part of a dynamic team solving one of the most critical challenges facing modern businesses: ensuring the integrity of software in an AI-driven world. Whether you are working directly with customers, driving go to market strategies, supporting operations, building products, or enabling teams, your contributions help shape the future of software quality for organizations worldwide. Join us in our mission.

Senior Major Account Executive II – Swagger Expansion

  • Own strategic expansion across SmartBear’s largest and most complex enterprise customers, growing Swagger and broader API lifecycle adoption across multiple teams, business units, and executive stakeholders.
  • Lead sophisticated, multi-threaded sales cycles by connecting API strategy, developer productivity, governance, and application integrity priorities to measurable business outcomes.
  • Serve as a senior commercial partner to customers and internal teams, shaping account strategy, identifying whitespace, and orchestrating cross-functional resources to deliver durable growth.

Swagger - Swagger helps organizations design, document, test, and standardize APIs across the API lifecycle. In this role, you will help major enterprise customers expand Swagger adoption by connecting API quality, governance, developer experience, and delivery priorities to broader business outcomes.

About the Role

  • Own expansion strategy and commercial outcomes across a portfolio of major enterprise accounts, identifying whitespace and developing multi-year account plans that grow Swagger and the broader SmartBear platform.
  • Lead complex, multi-threaded sales cycles involving engineering, platform, architecture, DevOps, security, procurement, and executive stakeholders across multiple business units and geographies.
  • Develop executive-level relationships and act as a strategic advisor, translating customer API, software delivery, governance, and application integrity priorities into compelling business cases and expansion opportunities.
  • Create and execute sophisticated account strategies using customer insights, product usage signals, organizational mapping, competitive intelligence, and value-based selling to prioritize and progress opportunities.
  • Orchestrate Sales Engineering, Customer Success, Product, Marketing, Legal, and leadership resources to navigate complex buying processes, remove obstacles, and deliver a coordinated enterprise customer experience.
  • Maintain rigorous pipeline management and forecasting while exercising independent judgment on deal strategy, commercial structure, negotiation, risk, and resource allocation across high-value opportunities.

We are looking for you if you have:

  • 7+ years of quota-carrying SaaS or enterprise software sales experience, including significant experience expanding complex strategic or major enterprise accounts.
  • A sustained track record of achieving or exceeding quota through account expansion, cross-sell, upsell, and multi-year enterprise agreements with large, complex organizations.
  • Demonstrated ability to navigate sophisticated enterprise buying environments, build relationships across technical and executive audiences, and influence multiple stakeholders with differing priorities.
  • Strong strategic account planning, executive communication, negotiation, business-case development, and value-based selling skills, with the judgment to lead high-impact opportunities independently.
  • Experience selling to engineering, platform, DevOps, API, QA, architecture, or IT leaders; familiarity with API lifecycle management, developer tooling, or software delivery is strongly preferred.
  • Proficiency with Salesforce and modern sales technologies, plus experience applying MEDDPICC, MEDDICC, Challenger, or a comparable enterprise sales methodology.

Why you should join the SmartBear crew:

  • You can grow your career at every level.
  • We invest in your success as well as the spaces where our teams come together to work, collaborate, and have fun.
  • We love celebrating our SmartBears; we even encourage our crew to take their birthdays off.
  • We are guided by a People and Culture organization—an important distinction for us. We think about our team holistically—the whole person.
  • We celebrate our differences in experiences, viewpoints, and identities because we know it leads to better outcomes.

Did you know?

  • Our main goal at SmartBear is to make our technology-driven world a better place.
  • SmartBear is committed to ethical corporate practices and social responsibility, promoting good in all the communities we serve.
  • SmartBear is headquartered in Somerville, MA with offices across the world including Galway, Ireland; Bath, UK; Wroclaw, Poland; and Bangalore, India.
  • We’ve won major industry (product and company) awards including SD Times, DeveloperWeek's Devies Award, the AI Breakthrough Award, and BuiltIn Best Places to Work.

SmartBear is committed to creating an inclusive workplace for employees where all individuals are treated with respect and dignity. We are an equal opportunity employer and make employment decisions based on merit, qualifications, and business needs. We do not discriminate on the basis of race, color, religion, sex, national origin, age, gender, disability, veteran status, sexual orientation, or any other protected status under applicable laws. We are dedicated to fostering a workplace that reflects a diversity of thought and experience as well as our values of being smart, open, driven, accountable, and curious.

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At SmartBear, we believe transparency in pay is part of how we build trust—with our employees, candidates, and community. Our compensation philosophy is grounded in market competitiveness, internal equity, and rewarding impact. 

We encourage candidates to view compensation as part of their total rewards experience at SmartBear. This includes performance-based bonuses for eligible roles, a generous benefits package that supports employees’ health and well-being, and promotes work-life balance through flexible time off and hybrid work options.  You can build your career at SmartBear through professional development opportunities, and an inclusive, collaborative culture where everyone can thrive. 

Your SmartBear total rewards compensation package includes base salary and may also include a commission. The Annual Cash Compensation (Base + On-Target Commission) range for this role is listed below. Actual compensation is determined based on several factors, including relevant experience, skills, internal equity, and geographic location.

Estimated Annual Cash Compensation (Base + On-Target Commission):
$220,000—$220,000 USD

Skills Required

  • 7+ years of quota-carrying SaaS or enterprise software sales experience
  • Significant experience expanding complex strategic or major enterprise accounts
  • Track record of achieving or exceeding quota through account expansion, cross-sell, upsell, and multi-year enterprise agreements
  • Experience navigating sophisticated enterprise buying environments and influencing technical and executive stakeholders
  • Strategic account planning, executive communication, negotiation, business-case development, and value-based selling skills
  • Experience selling to engineering, platform, DevOps, API, QA, architecture, or IT leaders
  • Familiarity with API lifecycle management, developer tooling, or software delivery
  • Proficiency with Salesforce and modern sales technologies
  • Experience applying MEDDPICC, MEDDICC, Challenger, or a comparable enterprise sales methodology

What the Team is Saying

SmartBear Compensation & Benefits Highlights

  • Healthcare Strength — Health insurance is considered a standout element, with comprehensive medical coverage and supportive wellness offerings such as fitness reimbursements and mental health care. Feedback suggests health-related benefits are a strong point of the package.
  • Leave & Time Off Breadth — Time off is described as generous, with open/unlimited PTO in many roles plus paid holidays, volunteer 'give back' days, and seasonal perks like Summer Fridays. Feedback suggests these features contribute meaningfully to overall work–life support, acknowledging regional variation.
  • Wellbeing & Lifestyle Benefits — Wellness stipends or fitness reimbursements, pet insurance, catered meals/snacks, commuter benefits, and team events are commonly highlighted. Feedback suggests these lifestyle perks round out a comprehensive benefits menu beyond core insurance.

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The Company
HQ: Somerville, MA
800 Employees
Year Founded: 2009

What We Do

SmartBear delivers application integrity for modern tech stacks, ensuring continuous, measurable assurance that software just works as intended – with governance to operate at AI speed and scale. SmartBear offers deep test automation, API lifecycle management, and observability capabilities. With integrations across the SDLC, it sets a new quality standard for application delivery teams. SmartBear is trusted by more than 16 million developers, testers, and software engineers across 32,000 organizations, including 75% of the largest financial institutions and industry leaders such as Adobe, JetBlue, and Microsoft. SmartBear’s best-loved brands include Swagger, TestComplete, Reflect, QMetry, Zephyr, and more. As stewards of a collaborative open source community, SmartBear meets customers where they are to make our technology-driven world a better place.

Why Work With Us

At SmartBear, you will be part of a dynamic team solving one of the most critical challenges facing modern businesses: ensuring the integrity of software in an AI-driven world. Whether you are working directly with customers, driving go to market strategies, supporting operations, building products, or enabling teams, your contributions help shape

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SmartBear Offices

Hybrid Workspace

Employees engage in a combination of remote and on-site work.

SmartBear supports flexible work arrangements, balancing home and work life uniquely for each employee. We offer In-Office, Hybrid, and Fully Remote options, recognizing the value of both in-person collaboration and personal flexibility for our team.

Typical time on-site: Flexible
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HQSomerville, MA
Company Office Image
Bath, UK
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Bangalore, India
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Galway, Ireland
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Poland HQ
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