Enterprise Account Executive – AI Platform

1/29/2026

The role involves owning and closing complex enterprise-wide deals and leading executive-level discovery with C-suite and senior business leaders. Additionally, the position requires building a pipeline through disciplined prospecting and driving platform adoption across multiple business units.

Working Hours

40 hours/week

Company Size

51-200 employees

Language

English

Visa Sponsorship

About The Company

Purple Cow Recruiting is a global talent acquisition firm that connects top-tier professionals with leading organizations across industries, including the United States federal government. We specialize in recruiting for healthcare and technical roles, offering both permanent and temporary staffing solutions, including all back end support. Our approach is tailored to meet the unique needs of each client, ensuring compliance with key industry standards such as Joint Commission, HIPAA, NIST, and FedRAMP, while delivering exceptional candidates. Technical, Healthcare, and Commercial Expertise : -Deployment of FTEs: Capability to deploy fully credentialed professionals across technical, healthcare, and commercial roles. -Telehealth and Remote IT Solutions: Proficient in remote support for both healthcare and technical operations. -Commercial Expertise: Strong track record in placing candidates in corporate roles, including finance, marketing, and engineering. Compliance and Quality Assurance: -Adherence to federal standards (e.g., Joint Commission, HIPAA, NIST, FedRAMP) and industry best practices for commercial sectors. -Quality Control Plan (QCP) includes regular audits, performance reviews, and compliance checks. Past Performance: Successfully delivered staffing solutions for DoD contracts, healthcare institutions, and leading commercial enterprises. Our performance consistently meets or exceeds client expectations in both public and private sectors. Key Personnel: -Fiona Rintoul, CEO: Oversees strategic direction and operational alignment. -Chelsea Drinkard, VP of Recruiting: Manages recruitment across federal, healthcare, technical, and commercial sectors. Purple Cow Recruiting ensures high-quality staffing solutions, aligning with both public and private sector objectives to support mission-critical operations and commercial growth.

About the Role

Description

Enterprise Account Executive – AI Platform
100% Remote | Enterprise SaaS

LOCATIONS:

Seattle
Portland
San Francisco
San Diego
Los Angeles
Chicago

* No relo- must currently reside and have relationships in city*

This role sells an enterprise AI platform that operationalizes AI across the business — not point solutions, not IT tools. You will sell top-down to the C-suite, uncover funded enterprise priorities, and drive platform adoption across multiple business units.

This is a hard filter role. If you don’t meet the metrics below, this is not a fit.

What You Will Do
• Own and close complex, enterprise-wide deals in 5,000+ employee or $1B+ organizations
• Lead executive-level discovery with C-suite and senior business leaders
• Build pipeline through disciplined prospecting, account mapping, and multi-threading
• Drive top-down, executive-led sales cycles (not feature-driven selling)
• Sell a horizontal platform with multiple use cases across functions and business units

Non-Negotiable Requirements (No Exceptions)
• 7+ years closing enterprise / strategic deals (typically 10–20 years total SaaS or enterprise tech experience)
• Proven experience selling an AI platform, workflow automation, or multi-use-case enterprise platform
• Demonstrated success selling to business leaders (not IT-led, not point solutions)
• Experience owning large, complex accounts (5K+ employees or $1B+ revenue)
• Over quota in at least 2 of the last 3 years
• Strong career progression — no job hopping
• Currently living in assigned territory
• Bachelor’s degree required

Automatic Disqualifiers
• Large-company lifers (Oracle, Salesforce, SAP, Adobe, etc.)
• Point-solution or IT-only sellers
• SDR, BDR, inside sales, pre-sales, or customer success backgrounds
• Less than 7 years enterprise selling experience
• Poor quota attainment history

Ideal Background
• Strategic or Enterprise AE / Account Director / RVP-level seller
• Elite at executive discovery and translating priorities into funded use cases
• Proven ability to sell horizontally across multiple business units
• Background in modern enterprise SaaS platforms (not legacy tech)

Key Skills

Enterprise SalesAI PlatformWorkflow AutomationExecutive DiscoveryAccount MappingMulti-ThreadingSales CyclesC-Suite EngagementComplex AccountsStrategic SellingHorizontal SellingBusiness PrioritiesPipeline DevelopmentQuota AttainmentCareer ProgressionSaaS Platforms