Enterprise Sales Executive | Remote

Key Responsibilities

• Audit multi-step enterprise sales workflows end-to-end, rendering expert judgment on where model outputs meet or fall short of senior-seller standards and articulating precisely why.
• Build "golden trajectory" reference examples by executing real sales tasks such as prospecting, pipeline management, CRM hygiene, and reporting that serve as the training benchmark the model is measured against.
• Pressure-test and refine scoring rubrics that define the line between strong selling and average output, ensuring evaluation criteria reflect genuine field expertise.
• Produce senior-quality, customer-facing artifacts such as pitches, executive summaries, and slide decks at the standard a sales leader would put their name on.
• Operate across realistic sandbox environments that replicate a live enterprise tech stack, simulating workflows across CRM, communication, and billing platforms.
• Translate complex, judgment-heavy sales scenarios into clear, structured written outputs suitable for model training and evaluation.

Core Requirements

• Proven enterprise sales career with a consistent record of meeting or exceeding quota you can speak to performance in specifics, not generalities.
• Full-cycle enterprise sales fluency: prospecting through close, pipeline discipline, CRM administration, and data-driven reporting.
• Day-to-day command of the standard enterprise stack: Salesforce, Google Workspace, Microsoft Office, Jira, and Confluence, with the range to quickly absorb tools such as HubSpot, Notion, Aircall, Stripe, Intercom, Zoho, and Microsoft Teams.
• Equally strong written and structural communication skills the ability to convert a complex sales situation into a polished, professional artifact.
• Comfort operating independently inside test environments and ambiguous workflows with minimal hand-holding.
• Open to sellers across seniority levels: quota-carrying individual contributors, front-line managers, and VP-level leaders with regional or global scope.

Additional Strengths

• Background working within or alongside a two-sided, automation-powered B2B SaaS or creator marketplace particularly running outcome-based campaigns tracked against performance KPIs (views, engagement, installs, sign-ups) across a connected stack.
• Experience in sales process design, enablement, or ops roles where you have built the framework others sell inside, not just carried a bag within one.