Enterprise Sales Expert (AE / Sales Leader)

Pay: $50 – $70/hour
Commitment: Hourly, ~10 h/week
Open to: USA
Field: Business Operations

About the role

An AI company building models for enterprise sales teams needs experienced sellers to show what great deal thinking looks like. You'll review realistic B2B deal rooms (account research, stakeholder notes, deal context) and write the analysis a strong AE or sales leader would bring into the room. Your work becomes training data for a sales-specialized model.

What you'll do

• Discovery prep: pull out the details that matter for a specific prospect, form a pain hypothesis, and lay out what you would dig into on the first call
• Current vs. future state: summarize where the buyer is today, where they want to be, and the capabilities needed to get there
• Exec briefs: prep an executive for a meeting: the goal, their role, your read on the people across the table, and what they most need to know
• Each task is self-contained and takes roughly 15 to 30 minutes
• Commitment: about 10 hours/week for a short pilot, with more work likely if it goes well

Qualifications

Required:

• 4+ years as an Account Executive, or as a first- or second-line sales leader (Director, AVP, VP), selling B2B software
• Experience at well-regarded software companies (for example Stripe, Plaid, Salesforce, ServiceNow or similar)
• Hands-on enterprise deal experience: discovery, multi-threading, exec alignment, mutual action plans
• Based in the United States
• Clear, concise written English

Preferred:

• Experience managing or coaching AEs on deal strategy
• Experience with large, multi-stakeholder enterprise deals

What this is not

This is not a sales or quota-carrying role. You will not contact any buyers. You are writing the expert analysis a model should learn from.