Enterprise Account Executive
Sales
WFA Digital Insight
As the demand for AI-powered customer success solutions surges, companies like Gainsight are at the forefront of innovation. With the customer success market expected to grow by 25% in 2026, professionals with expertise in enterprise sales and digital skills are in high demand. Gainsight, a leader in AI-driven customer success, offers a unique opportunity for ambitious sales professionals to drive revenue growth and build lasting relationships with Fortune 1000 companies. Before applying, candidates should be prepared to showcase their C-suite relationship-building skills, value-based selling expertise, and experience in managing complex sales cycles. The ideal candidate will thrive in a fast-paced, entrepreneurial environment and have a deep understanding of the latest industry trends and technologies.
Job Description
About the Role
The Enterprise Account Executive role at Gainsight is a remote, full-time position that plays a critical part in driving enterprise revenue growth. As a key member of the Sales team, you will identify new business opportunities, manage complex sales cycles, and build lasting customer relationships through a consultative approach. You will work closely with cross-functional teams, including Customer Success, Professional Services, Pre-Sales, and Product Management, to deliver exceptional customer experiences. The successful candidate will have a strong background in C-suite relationship building, value-based selling, and pipeline management. You will be expected to maintain a thorough understanding of the Gainsight product and services offered, as well as industry trends and best practices. Your expertise in navigating complex sales cycles and overcoming technical and business objections will be essential in driving revenue growth. Gainsight's AI-powered retention engine is revolutionizing the way companies approach customer success, and as an Enterprise Account Executive, you will be at the forefront of this innovation. You will have the opportunity to work with a talented team of professionals who share a passion for delivering exceptional customer experiences and driving business growth.What You Will Do
- Achieve sales quota for assigned territory and/or accounts
- Maintain appropriate proactive sales development activity to ensure healthy pipeline management
- Execute a thorough discovery process to understand customer requirements
- Articulate value messaging related to driving customer outcomes
- Manage complex, multithreaded sales cycles across all stakeholders
- Overcome technical and business objections of prospective customers as necessary
- Conduct online or onsite product demonstrations to qualified prospects as necessary
- Respond to RFPs for qualified business opportunities where Gainsight is a fit
- Work with Gainsight's Professional Services organization to evaluate training and consulting needs to support implementations
- Develop and maintain industry and competitive product and market knowledge
- Maintain a thorough understanding of the Gainsight product and services offered
- Gain an understanding of Gainsight's use in the industry, as well as best practices
- Be a subject matter expert for your designated industries and territory
- Work with Business/Sales Development Representatives to define and support prospecting efforts within assigned territory
What We Are Looking For
- 5+ years of relevant experience selling Enterprise Solutions (SaaS and services) into Fortune 1000 companies
- Bachelor's degree (or equivalent combination of education and experience)
- Strong skills in C-suite relationship building, value-based selling, and pipeline management
- Experience in managing complex sales cycles and overcoming technical and business objections
- Ability to maintain a thorough understanding of the Gainsight product and services offered
- Industry and competitive product and market knowledge
- Excellent communication and presentation skills
- Ability to work in a fast-paced, entrepreneurial environment
- Strong analytical and problem-solving skills
Nice to Have
- Experience working with AI-powered customer success solutions
- Knowledge of the latest industry trends and technologies
- Certification in sales or a related field
- Experience working in a remote or distributed team environment
- Familiarity with sales tools and software, such as SFDC
Benefits and Perks
- Competitive salary and benefits package
- Opportunity to work with a talented team of professionals
- Collaborative and dynamic work environment
- Professional development and growth opportunities
- Flexible working hours and remote work options
- Access to the latest industry trends and technologies
- Comprehensive health insurance and wellness programs
- Generous PTO and holiday package
- Stock options and equity participation
How to Stand Out
- Develop a deep understanding of Gainsight's AI-powered customer success solutions and their applications in the industry
- Showcase your expertise in C-suite relationship building, value-based selling, and pipeline management
- Prepare to discuss your experience in managing complex sales cycles and overcoming technical and business objections
- Highlight your knowledge of the latest industry trends and technologies, and how they relate to Gainsight's solutions
- Be prepared to provide examples of your success in driving revenue growth and building lasting customer relationships
- Research the company culture and values, and be prepared to discuss how you align with them
- Practice your presentation skills, as you will be expected to conduct online or onsite product demonstrations to qualified prospects
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