Enterprise Account Executive

Alan Whitehead

Enterprise Account Executive, AI, EdTech, Cybersecurity, and SaaS.

I close the deals others walk away from, bringing 15 years of enterprise deal discipline and genuine technical fluency to every room.

View Deal Portfolio Connect on LinkedIn
Track Record

By the Numbers

$300K+
Largest Annual Contract Closed
EdTech Company, displacing entrenched incumbents
$10M+
Territory Managed
EdTech Company, 50+ regulated accounts
$1.2M+
Pipeline Built in First 2 Quarters
Cybersecurity Company, greenfield territory
15+
Years Enterprise SaaS
AI, Cybersecurity, EdTech, Gov
18 mo
Longest Sales Cycle Navigated
RFP, security review, board approval
Presidents
Club
Quota Achievement Recognition
EdTech Company, onsecutive years
Methodology

How I Work

My approach is built on MEDDICC qualification rigor and Challenger Sale principles. I do not manage pipelines, I own them. Every deal in my forecast has a documented economic buyer, a quantified business case, and a coached champion.

I navigate the deals that have the most friction: state procurement, multi-institution RFPs, compliance-heavy security reviews, and 12-month approval cycles. My CRM is current, accurate, and something my manager can bank on.

  • Multi-Stakeholder Executive Navigation
  • Complex Procurement and RFP Execution
  • Technical Discovery with CIOs and Engineering Leaders
  • Champion Coaching and Deal Orchestration
  • Pipeline Integrity and Forecast Accuracy