Enterprise Sales Domain Expert

Join a leading AI laboratory's cutting-edge Generative AI team and help build the next generation of enterprise sales AI.

A leading AI lab is training AI systems to perform real enterprise sales work—the kind of complex, judgment-driven workflows that experienced quota-carrying sales professionals execute every day. To accomplish this, the team is seeking seasoned enterprise sales experts to serve as the gold standard for AI training and evaluation.

As an Enterprise Sales Domain Expert, you will use your real-world sales experience to audit AI-generated sales workflows, create expert reference examples, and help define the evaluation standards used to measure AI performance.

This is a full-time W-2 employment opportunity with Cincinnatus LLC. Selected candidates may be placed with a leading AI laboratory as part of its extended workforce. The position is fully remote within the United States.

Key Responsibilities

Evaluate Enterprise Sales Workflows

• Review complex, multi-step sales workflows.
• Determine whether AI-generated work reflects the decisions and judgment of experienced enterprise sales professionals.
• Identify weaknesses and explain how workflows can be improved.

Build Expert Reference Examples

Create end-to-end examples covering:

• Prospecting
• Pipeline management
• CRM hygiene
• Sales reporting
• Customer-facing documentation

These examples will serve as high-quality reference data for AI training.

Improve Evaluation Standards

• Review and refine evaluation rubrics.
• Ensure scoring criteria accurately distinguish exceptional sales execution from average performance.

Work Within Enterprise Sales Platforms

Complete realistic workflows using enterprise software environments that mirror modern sales organizations, including:

• CRM platforms
• Communication tools
• Billing systems
• Collaboration platforms

Produce Executive-Level Sales Assets

Create polished customer-facing materials such as:

• Sales presentations
• Pitch decks
• Executive summaries
• Sales documentation

Ideal Qualifications

• Approximately 10 years of enterprise sales experience.
• Proven history of meeting or exceeding sales quotas.
• Experience across the complete enterprise sales cycle.

Candidates may include:

• Account Executives
• Enterprise Sales Representatives
• Sales Managers
• Directors of Sales
• Vice Presidents of Sales

Technical Experience

Hands-on experience with:

• Salesforce
• Jira
• Confluence
• Google Workspace
• Microsoft Office

Comfort using platforms such as:

• Slack
• HubSpot
• Notion
• Aircall
• Stripe
• Intercom
• Zoho
• Microsoft Teams

Core Competencies

• CRM administration
• Sales process optimization
• Pipeline management
• Sales forecasting
• Data-driven reporting
• Professional business writing
• Customer communication

Preferred Qualifications

Experience working with or supporting AI-powered B2B SaaS creator marketplaces, including:

• Performance marketing campaigns
• Outcome-based sales initiatives
• Real-time campaign reporting
• Cross-platform workflow management

Experience using platforms such as:

• Zoho CRM
• Jira
• Confluence
• Freshdesk
• Microsoft Teams
• Google Workspace

Compensation

• $60–$90 per hour

Employment Details

• Full-time W-2 employment
• Fully remote within the United States
• Employer of Record: Cincinnatus LLC

Unlike freelance or project-based work, this is a structured employment opportunity that includes close collaboration with client teams and integration into enterprise workflows.

About Cincinnatus LLC

Cincinnatus LLC partners with leading technology companies to recruit and employ highly skilled professionals for contingent workforce opportunities.

The company serves as the Employer of Record, providing payroll, benefits, compliance, and employment administration while employees work directly with client organizations on high-impact initiatives.

Cincinnatus is committed to equal employment opportunity and provides reasonable accommodations throughout the hiring process.