Enterprise Account Executive (Greater Chicago Area)

Key Responsibilities

• Own the full sales cycle from prospecting and outreach to closing multi stakeholder enterprise deals
• Acquire net new enterprise customers and expand partnerships with existing enterprise accounts
• Develop and execute territory and account strategies to drive pipeline growth and exceed revenue goals
• Engage decision makers across Brand, Marketing, Creative, IT, Procurement, UX, Legal, and Finance to deliver value based solutions
• Act as a trusted advisor and subject matter expert on company products and services
• Drive outbound prospecting efforts while building and nurturing long term client relationships
• Craft and present proposals, negotiate contracts, and guide clients through complex decision making processes
• Collaborate cross functionally with marketing, pre sales, product, and customer success teams to ensure aligned and seamless client experiences
• Leverage CRM tools to manage pipeline, track activities, and forecast accurately
• Represent the company at industry events, trade shows, and customer engagements to generate opportunities and strengthen brand presence

Day to Day Responsibilities

• Prospect and conduct outreach to identify and engage new enterprise opportunities
• Manage active sales pipeline and update CRM with accurate activity tracking and forecasting data
• Build and maintain relationships with stakeholders across multiple business functions
• Deliver consultative sales conversations to uncover client needs and align solutions
• Prepare and present proposals tailored to client requirements
• Negotiate contract terms and support clients through purchasing processes
• Coordinate with internal teams to support deal progression and client success
• Apply data driven insights, predictive analytics, and CRM intelligence to improve forecasting and deal qualification
• Utilize AI powered tools and automation to improve efficiency and outcomes
• Plan and execute account and territory strategies to maintain consistent pipeline growth

Preferred Experience and Attributes

• Bachelor’s degree in business or related field
• Experience in enterprise SaaS sales or technology solutions
• Proven track record of meeting or exceeding sales quotas and closing large enterprise accounts
• Ability to manage complex sales cycles involving multiple decision makers
• Strong communication, presentation, and negotiation skills
• Ability to engage and influence senior stakeholders
• Consultative selling approach with the ability to uncover needs and articulate value
• Self motivated and goal oriented mindset with ability to work independently
• Experience leveraging AI powered sales tools and data driven insights
• Experience applying predictive analytics and CRM intelligence to improve forecasting and qualification
• Strong prospecting, planning, and account and territory management capabilities
• Understanding of CRM technology
• Passion for creativity, innovation, and design driven solutions
• Systems thinking mindset with focus on automation and reducing manual work

OTE for this role is between $200k-250k annually