Account Executive, Enterprise

Summary

Join Flatiron School as an Account Executive, Enterprise, and own the complete sales cycle, from initial outreach to final closure. You will actively seek new business opportunities, employing a strategic, solution-selling approach focused on building relationships and understanding client needs across various industries. Success in this role requires a proven track record of exceeding sales quotas and the ability to navigate complex organizations, engaging with multiple decision-makers. You will be responsible for developing and managing a robust sales pipeline, collaborating with internal teams, and consistently exceeding targets. The ideal candidate possesses extensive experience in enterprise sales, particularly within education, talent, or technical solutions, and demonstrates strong analytical, communication, and negotiation skills.

Requirements

• Minimum 5+ years of direct sales experience, selling education, talent, or technical solutions to enterprise VP, SVP, and C-Level Executives with outstanding quota attainment history
• Expert knowledge/usage of Salesforce
• Ability to exceed sales targets, a keen understanding of the steps involved in a sales cycle and ability to leverage each stage to advance the sale
• Advanced understanding of customer’s business, loves to debate, pushes the customer, has a broad view/perspective
• Ability to prospect with a structured activity model to maximize revenue growth
• Skilled at demonstrating solutions and speaking the language of corporate buyers and respectfully challenging their thinking
• Ability to collaborate and leverage technical subject matter expertise in a matrixed sales environment
• Ability to operate with a sense of urgency, be aggressive, competitive, and demonstrate a positive, winning attitude
• Negotiate effectively based on value and time to close
• Ability to understand complex client requirements and to clearly articulate the company’s offerings to develop solutions to meet those requirements
• Commitment and ownership of your – and your team’s – success
• Willingness to take ownership and solve problems
• Bias towards action
• An adaptive, agile mindset
• Willingness to acknowledge, and own mistakes – recognition of humility as a key aspect of continuous improvement
• Disciplined, process-oriented approach to customer acquisition
• Strong analytical skills, dedicated work ethic, and thorough attention to detail
• Excellent verbal and written communication skills

Responsibilities

• Drive top-line revenue growth through new customer acquisition
• Sell Flatiron School's technical training solutions directly to corporate decision makers
• Win by representing solutions with key competitive differentiators
• Influence prospects at the senior leadership level
• Hunter by nature and working style. Math-based selling approach…X number of outreaches, Y conversations, Z meetings to build 4-5X coverage in pipeline
• Partner with related sales, marketing, and support resources in the successful advancement of critical opportunities and market penetration
• Develop a thorough understanding of Flatiron School’s solutions
• Prepare for meetings with research, agendas agreed upon by prospects and a tailored presentation coupled with impeccable follow-up
• Outline measurable and defined business objectives and goals with timelines
• Provide management, feedback and recommendations on pipeline health, risk, opportunity, and progress

Preferred Qualifications

Experience in the learning, human capital, or human capital technology space is preferred

Benefits

Target base salary range for this role is anticipated to be approximately $125K-$150K annualized with average on target earnings including commissions of approximately $250K annually