Sales Domain Specialist - AI Trainer

Obsidian; Dallas (TX); On-site; USD 120,000 - 190,000; Full time

Benefits offered by this job

Remote within US

Job summary

Cincinnatus LLC is seeking a Sales Domain Expert to audit enterprise sales workflows and train AI models to recognize best-in-class selling. You will create expert references, manage end-to-end sales tasks, and help design evaluation rubrics.

This role emphasizes real quota-bearing experience and the ability to produce senior-level customer materials. The position offers a fully remote arrangement within the United States and is a W-2 employment with Cincinnatus LLC, placing you within a leading

Qualifications

• Around 10 years of hands-on experience selling in enterprise environments.
• Consistent track record of meeting or exceeding sales quotas with specifics.
• Fluency with standard enterprise tools and ability to adapt to new tech stacks.

Responsibilities

• Review multi-step enterprise sales workflows and judge AI performance vs a strong seller.
• Build golden trajectories by completing real sales tasks end-to-end.
• Shape and refine rubrics to capture what separates great selling.
• Work in realistic sandboxes mirroring a full sales tech stack.
• Produce senior-level artifacts—pitches, slides, and summaries.

Skills

Enterprise selling

Quota attainment

CRM administration

Salesforce

Jira

Confluence

CRM reporting

Education

10+ years enterprise sales experience

Tools

Salesforce

Jira

Confluence

Google Workspace

Microsoft Office

Job description

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. If this sounds like you, tell us — we are especially keen to talk.

About Cincinnatus LLC

Cincinnatus LLC is an enterprise staffing company that partners with leading technology companies to source and employ highly skilled professionals for contingent and contract-based opportunities. Cincinnatus serves as the employer of record for these engagements, providing W-2 employment, payroll, benefits, and compliance, while placing employees directly within client teams to work on high-impact initiatives.

Roles hired through Cincinnatus are not project-based or freelance engagements. They are structured, role-based positions that typically involve part-time or full-time commitments, close collaboration with a client's internal teams, and integration into standard enterprise workflows.

Cincinnatus is a legal entity separate from Mercor. While opportunities may be discovered through Mercor's platform, employment, onboarding, payroll, and benefits for these roles are administered by Cincinnatus LLC.

Equal Employment Opportunity

Cincinnatus is proud to be an Equal Employment Opportunity employer. We do not discriminate based upon race, religion, color, national origin, sex (including pregnancy, childbirth, reproductive health decisions, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, genetic information, political views or activity, or any other legally protected characteristic.

Cincinnatus is committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans throughout the job application process.