Enterprise Account Executive – AI Platform

Description

Heartline Staffing, a Strategic Talent Partner with Purple Cow Recruiting, is supporting a high-growth enterprise SaaS organization in hiring an Enterprise Account Executive – AI Platform.

This is a senior, quota-carrying enterprise sales role selling a horizontal AI platform that operationalizes AI across the business. This is not a point-solution or IT-only sale. You will sell top-down to executive business leaders, uncover funded enterprise priorities, and drive adoption across multiple business units.

This is a hard-filter role. If you do not meet the requirements listed below, this role will not be a fit.

What You Will Do:

• Own and close complex, enterprise-wide SaaS deals

• Lead executive-level discovery with C-suite and senior business stakeholders

• Drive top-down, executive-led sales cycles

• Build pipeline through disciplined prospecting, account mapping, and multi-threading

• Sell a horizontal enterprise platform with multiple use cases across departments

• Manage large, complex accounts and strategic opportunities

• Maintain accurate forecasting and pipeline discipline

• Partner with executive leadership on sales strategy and execution

• Represent the company in enterprise customer environments

Compensation & Role Details:

• Base Salary: $130,000 – $150,000

• Total Compensation at Plan: $220,000 – $240,000

• Equity: Meaningful equity participation

• Location: 100% Remote (must reside in Chicago, IL)

• Travel: Approximately 40%

• Relocation: Not offered

• Car Allowance: Yes (car rentals covered)

• Benefits: Comprehensive medical, dental, vision, and retirement benefits

Requirements

• 7+ years of quota-carrying enterprise or strategic SaaS sales experience

• Proven experience selling an AI platform, workflow automation platform, or horizontal enterprise SaaS platform

• Demonstrated success selling to senior business leaders (not IT-led, not point solutions)

• Experience owning large, complex enterprise accounts (5,000+ employees or $1B+ revenue)

• Consistent quota attainment with at least 2 of the last 3 years over target

• Strong career progression with no excessive job hopping

• Currently residing in Chicago, IL with existing enterprise relationships

• Bachelor’s degree required

All requirements listed above are mandatory and non-negotiable.