Enterprise Sales Domain Expert

Join a leading AI lab's cutting-edge GenAI team to be at the core of the AI revolution, where your expertise fuels the development of the most advanced AI models.

Pay

Firm hourly pay: $60-$90 per hour

Location

US Remote

Eligibility

Remote; check the U.S. location wording

Qualification difficulty

Selective

What this role involves

Join a leading AI lab's cutting-edge GenAI team to be at the core of the AI revolution, where your expertise fuels the development of the most advanced AI models. 1. Overview A leading AI lab is teaching its AI to do real enterprise sales work — the kind of multi-step, judgment-heavy workflows that only someone who has actually carried a quota knows how to get right.

To do that well, they need seasoned sellers to act as the ground truth: people who can show the model what excellent looks like, catch where it goes wrong, and set the bar its work is measured against. That is where you come in. As a Sales Domain Expert, you will bring years of real selling experience to auditing sales workflows, building the "golden" reference examples the model learns from, and shaping the rubrics used to evaluate it. This is a role for accomplished enterprise sellers — not general data annotators.

This is a full-time W-2 employment position with Cincinnatus LLC, with the opportunity to be placed at a leading AI lab as part of their extended workforce. This role is fully remote within the United States. 2. What You'll Do Set the standard for "good": Review multi-step enterprise sales workflows and judge whether the AI handled them the way a strong seller would, flagging what is off and why.

Build golden trajectories: Work real sales tasks end-to-end — prospecting, pipeline management, CRM hygiene, reporting, and customer-facing documents — to create the expert reference examples the model is trained on. Shape the evaluation: Pressure-test and refine the rubrics used to score AI outputs so they capture what actually separates great selling from average. Work in realistic sandboxes: Operate inside test environments that mirror a real sales tech stack, completing and simulating workflows across CRM, communication, and billing tools.

Produce senior-level artifacts: Create polished, customer-facing materials — pitches, slide decks, and summaries — at the quality a senior sales leader would put their name on. 3. Who We're Looking For Around 10 years of hands-on experience selling in enterprise environments, with a real feel for the full sales cycle. A consistent track record of meeting or exceeding your sales quota, which you can speak to in specifics.

Sellers at every level are welcome — quota-carrying individual contributors, managers who lead selling teams, and VPs running regional or global sales organizations. Day-to-day fluency with the standard enterprise stack (Salesforce, Jira, Confluence, Google Workspace, and Microsoft Office), and the comfort to pick up tools like Slack, HubSpot, Notion, Aircall, Stripe, Intercom, Zoho, and Microsoft Teams. Genuine depth in CRM administration, sales process management, pipeline tracking, and data-driven reporting.

Strong writing and a good eye for polish — you can turn a complex situation into a clear, professional, customer-facing artifact. Nice to Have Experience working within or alongside a two-sided, AI-powered B2B SaaS creator marketplace — for example, running outcome-based campaigns against contracted performance targets (tracking views, engagement, installs, and sign-ups in real time) and troubleshooting across a connected stack such as Zoho CRM, Jira, Confluence, Freshdesk, Microsoft Teams, and Google Workspace.