
Enterprise Sales Domain Expert | $60-$90/hr Remote
Overview
An AI lab building next-generation models needs seasoned enterprise sellers to act as the standard of excellence. You will audit multi-step sales workflows, build golden reference examples, and refine the rubrics used to score model outputs. The work happens in realistic sandboxes that mirror a full sales stack, from CRM to billing tools. This is a fully remote, W-2 position through Cincinnatus LLC, placed with the AI lab's extended workforce.
What You'll Do5
- 1Review multi-step enterprise sales workflows and assess whether the AI response matches what a strong seller would do, explaining any gaps.
- 2Complete real sales tasks end-to-end, including prospecting, pipeline management, CRM hygiene, and reporting, to create expert reference examples.
- 3Build and stress-test evaluation rubrics so they distinguish exceptional selling from average performance.
- 4Operate inside test environments that replicate a real enterprise tech stack, simulating workflows in CRM, communication, and billing systems.
- 5Create polished customer-facing deliverables such as pitches, slide decks, and summaries at a senior sales leader's quality standard.
Requirements7
- 1Around 10 years of hands-on enterprise sales experience with mastery of the full sales cycle.
- 2A verifiable history of meeting or exceeding quota, with specific numbers you can discuss.
- 3Open to individual contributors, sales managers, and regional or global sales VPs.
- 4Daily fluency with Salesforce, Jira, Confluence, Google Workspace, and Microsoft Office.
- 5Comfort picking up additional tools like Slack, HubSpot, Notion, Aircall, Stripe, Intercom, Zoho, and Microsoft Teams.
- 6Deep CRM administration skills, including sales process management, pipeline tracking, and data-driven reporting.
- 7Strong writing ability to turn complex situations into clear, professional customer-facing documents.
Who Should Apply
The ideal candidate is a seller who can point to a decade of enterprise deal-making and talk about quota attainment with exact numbers. This role suits people who get satisfaction from teaching and evaluating work as much as doing it. It is less suitable for consultants who want deal credit or those without deep CRM fluency. Candidates often get rejected when they cannot show concrete examples of complex sales workflows or when their writing samples lack the polish expected at the VP level.
Salary Insight
The pay is $60 to $90 per hour, which reflects the seniority expected of a 10-year enterprise seller. This rate sits above general data annotation work and closer to consulting rates for sales operations expertise.
Location
Required Skills
Application Tip
Quantify your quota achievement on your resume and include one annotated example of a multi-step sales workflow you built or led. If you have experience with AI-powered B2B platforms, call it out because the client has a special interest in that background.
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How your application is processed
1Application received
Your resume and details are logged the moment you apply.
2ATS + eligibility screening
We check your profile against the role’s skills, seniority, and requirements.
3Employer sees qualified profiles only
Only candidates who clear screening move forward.
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