Enterprise Account Executive

LivePerson•Chicago, IL

31d•$140,000 - $160,000•Remote

About The Position

As an Enterprise Account Executive, you will be a key driver of growth within our North American Enterprise Sales organization, responsible for acquiring some of the largest and most recognizable brands in the United States. This is a true hunter role focused on opening new doors, creating opportunities where none exist, and leading complex enterprise sales cycles from initial engagement through close. You will serve as a trusted advisor to senior business and technology leaders, helping organizations transform how they engage with customers through AI-powered customer experiences. Your primary objective is to consistently exceed revenue targets by building executive relationships, uncovering strategic business initiatives, and positioning LivePerson’s Conversational AI platform as a catalyst for measurable business outcomes. Reporting to the Director of Sales, this role sits within our Field Sales organization and plays a critical role in accelerating LivePerson’s growth across the US enterprise market.

Requirements

6+ years of quota-carrying sales experience, including at least 4+ years selling complex enterprise software solutions into large organizations.
Demonstrated success acquiring net-new enterprise customers and consistently exceeding quota in highly competitive markets.
Experience selling SaaS, AI, Customer Experience (CX), Contact Center, CCaaS, BPO, or adjacent enterprise technology solutions.
Strong background in strategic, value-based selling, including executive-level discovery, business case development, and multi-threaded account engagement.
Bachelor's Degree or equivalent experience.
Strong understanding of enterprise technology trends, digital transformation initiatives, and the growing impact of AI on customer engagement.
Ability to confidently engage both business and technical audiences, translating complex technology into business value.
Highly disciplined in pipeline management, account planning, forecasting, and CRM hygiene.
Experience navigating long, complex sales cycles involving multiple stakeholders, procurement teams, and executive decision-makers.

Responsibilities

Own and execute a strategic territory plan focused exclusively on acquiring net-new enterprise customers and creating new business opportunities within a defined target market.
Build and maintain a robust pipeline through proactive prospecting, executive outreach, relationship building, partner engagement, and targeted outbound sales strategies.
Lead complex, multi-stakeholder sales cycles from initial engagement through close, navigating technical, operational, financial, and executive buying committees to secure transformational new business.
Consistently achieve and exceed annual revenue targets by generating qualified pipeline, creating demand, and winning new enterprise logos.
Develop relationships with executive decision-makers across Customer Experience, Contact Center Operations, IT, Digital, Marketing, and Sales organizations.
Engage C-level stakeholders with compelling business cases that connect AI-driven transformation initiatives to measurable financial and operational outcomes.
Position LivePerson as a strategic business partner by leveraging industry expertise, competitive insights, and a consultative, value-based sales approach.
Utilize the MEDDPICC framework to effectively qualify opportunities, manage complex deal cycles, and deliver accurate forecasting.
Operate as the CEO of your territory, coordinating internal stakeholders across Business Development, Solutions Consulting, Product, Marketing, Legal, and Professional Services to drive successful outcomes.
Partner closely with Customer Success and Product teams to ensure customer feedback, market trends, and competitive intelligence inform future innovation.
Champion customer needs internally while maintaining momentum throughout the sales process and ensuring an exceptional buying experience.