Remote Enterprise Account Strategist for AI Sales

Confidential; United States; Remote; USD 96,000 - 193,000; Full time

Job summary

Confidential is seeking experienced Enterprise and Strategic Account Executives for a 100% remote contract role in the United States. The role focuses on complex B2B sales, account strategy, and enterprise deal execution without quotas or direct customer interactions.

You will develop strategic analyses to train AI models, map stakeholders, and craft executive-level messaging for sales leadership. Independence and strong written communication are essential.

Qualifications

• Recent experience in a quota-carrying Enterprise, Strategic, or Mid-Market/Enterprise Account Executive role within the past 12 months.
• Experience at an organization with 500+ employees and a sales team >25 representatives.
• Strong understanding of enterprise sales processes, deal qualification, stakeholder management, and complex B2B cycles.
• Excellent written communication and ability to articulate sophisticated sales strategies clearly.
• Must not currently be employed by a company selling GTM or sales tech.
• Willingness to complete all project assignments independently, without AI tools.

Responsibilities

• Account Research & Discovery: Analyse prospective accounts, identify business challenges, formulate strategic discovery questions.
• Deal Qualification & Strategy: Evaluate opportunities using MEDDPICC, assess deal health, and propose next steps.
• Stakeholder Mapping: Identify key decision-makers within complex enterprise buying committees.
• Executive Engagement: Prepare strategic briefs for executive conversations with value propositions.
• Objection Handling & Negotiation: Assess objections and negotiation scenarios to suggest approaches.
• AI Model Training & Evaluation: Produce high-quality written analyses to train enterprise selling AI models.

Skills

Quota-carrying AE

Large org experience

Enterprise sales process

Written communication

Independent work

Job description

Confidential is seeking experienced Enterprise and Strategic Account Executives for a 100% remote contract role in the United States. The role focuses on complex B2B sales, account strategy, and enterprise deal execution without quotas or direct customer interactions.

You will develop strategic analyses to train AI models, map stakeholders, and craft executive-level messaging for sales leadership. Independence and strong written communication are essential.