Senior Account Executive, Enterprise

Jobtailor; Illinois; On-site; USD 120,000 - 180,000; Full time

Job summary

Jobtailor in Illinois seeks an experienced enterprise software sales professional to drive Cloud, SaaS, and AI solutions across CX, CCaaS, WEM, and CRM. You will build executive relationships, shape deals, and expand multi-million dollar pipelines.

You will manage a full sales cycle, forecast revenue, collaborate with product and marketing, and travel up to 40% to engage customers and partners.

Qualifications

• 5+ years’ direct, outside sales with quota-carrying responsibilities.
• Proven track record selling enterprise software (multi-million deals, 6–24 month cycles).
• Experience selling Cloud, SaaS, and AI solutions in CX, CCaaS, WEM, CRM, etc.
• Strong ability to develop executive relationships (C-suite) and strategic account plans.
• Excellent communication of strategic visions and business impact.

Responsibilities

• Build and manage a robust enterprise sales pipeline to meet and exceed targets.
• Forecast quarterly revenue accurately and deliver on commitments.
• Develop territory-marketing and prospecting plans for growth.
• Lead cross-functional teams in complex deals and align with business units.
• Travel up to 40% as needed.

Skills

Sales experience

Executive relationships

Territory growth

Team player

Strong communication

Education

BS or BA degree

Tools

MEDDPIC methodology

Job description

Responsibilities

• Deep understanding of the customer environment to align to the business units for AI use cases.
• Presents product information to prospects, customers, and partners.
• Pipeline development through a combination of phone calls, email campaigns, and market sector knowledge/intelligence.
• Generates short-term results independently.
• Collaboratively strategizes for solving deal-level challenges.
• Creates and maintains a sales pipeline to hit and surpass goals within designated market sectors.
• Accurately forecasts quarterly revenue and delivers on that revenue.

Requirements

• 5+ years’ experience of direct, outside sales, quota-carrying role selling enterprise software solutions (multi-million dollar transactions, 6-24 month sales cycles)
• Experience selling Cloud, SaaS and AI-based solutions in the following areas: Customer Experience (CX), Cloud Contact Center (CCaaS), Workforce Engagement Management (WEM), Customer Journey Analytics, Conversational AI (Bots and Virtual Agents) and AI Copilots, Customer Relationship Management (CRM), Service Management, etc.
• Proven track record developing strategic relationships within the enterprise account space, building executive relationships (C-level), driving innovation, growing new pipeline (organic and through the channel), and developing opportunity plans & strategic long-term account plans.
• Ability to effectively communicate our company’s strategic vision and unique capabilities to customers, connecting them to the customers’ business, and sharing a compelling plan on how we can help solve the customer's business challenges.
• Experience developing marketing and prospecting plans for territory growth, with a track record of new logo account development.
• Ability to be an advocate for existing customers while driving upsell and cross sell opportunities.
• Be a "High Energy", results-oriented achiever and a team player willing to work in a demanding and dynamic environment.
• Experience with team selling and leading a diverse set of talented individuals towards a common goal within an account.
• Proven experience understanding customer needs and being able to articulate complex technology solutions.
• Confirmed ability to lead complex sales cycle, with a track record of successful revenue attainment.
• Familiarity with the MEDDPIC selling methodology.
• BS or BA degree.
• Ability to travel up to 40%.