Enterprise AI Sales Executive - Full-Cycle, C-Suite

Outreach; Northern (KY); Hybrid; USD 290,000 - 315,000; Full time

Benefits offered by this job

Flexible time off

401k

Medical, dental, vision coverage

Parental leave program

Infertility benefits

Employee referral bonuses

Snacks and beverages

Diversity & inclusion programs

Job summary

Outreach, a leading AI-driven revenue platform, seeks a Senior Account Executive, Enterprise to own the full sales cycle from first conversation to signed contract. You will hunt net-new accounts, build account plans, and run MEDDPICC to close deals with C-suite stakeholders.

This role requires strategic storytelling, executive engagement, and a data-driven approach to demonstrate ROI of the Outreach platform.

Qualifications

• At least 7 years in sales lifecycle management, preferably SaaS.
• Experience selling AI-powered, complex solutions to large accounts.
• Strong executive engagement and negotiation skills.
• Proven ability to manage long sales cycles and multi-stakeholder deals.
• Deep understanding of MEDDPICC sales methodology.
• Disciplined pipeline management with reliable forecasting.
• Ability to build trusted relationships with executives and stakeholders.
• Clear written and verbal communication tailored to audiences.

Responsibilities

• Identify, research, and qualify potential new enterprise customers.
• Forecast deals accurately using Outreach's methodology.
• Develop and deliver on account plans to increase revenue.
• Conduct effective discovery calls to uncover business challenges.
• Demonstrate how Outreach delivers tailored ROI outcomes.
• Negotiate contracts with C-suite and cross-functional teams.
• Define scoping and ensure smooth handoff to services teams.

Skills

SaaS sales

Executive engagement

Negotiation

Pipeline management

Forecasting

MEDDPICC

Strategic account planning

Tools

CRM (e.g., Salesforce)

MEDDPICC framework

Job description

Outreach, a leading AI-driven revenue platform, seeks a Senior Account Executive, Enterprise to own the full sales cycle from first conversation to signed contract. You will hunt net-new accounts, build account plans, and run MEDDPICC to close deals with C-suite stakeholders.

This role requires strategic storytelling, executive engagement, and a data-driven approach to demonstrate ROI of the Outreach platform.