Enterprise Sales & GTM Specialist
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Job Description
Enterprise sales specialist evaluating complex B2B sales workflows for advanced AI training. Creating expert reference examples, rubrics, and customer-facing materials.
Responsibilities:
- Review multi-step enterprise sales workflows and AI-generated outputs
- Assess sales decisions against the judgment and execution expected from experienced enterprise sellers
- Identify weak prospecting strategies, pipeline issues, CRM errors, and unrealistic customer interactions
- Evaluate outputs across the full enterprise sales cycle and explain successes or shortcomings
- Apply practical experience across prospecting, qualification, opportunity management, negotiation, and closing
- Evaluate account strategies involving multiple stakeholders and long sales cycles
- Assess pipeline health, deal progression, forecasting logic, and sales-process discipline
- Identify risks, missing actions, and weaknesses affecting deal outcomes
- Complete and evaluate CRM administration, pipeline tracking, and reporting workflows
- Assess CRM hygiene, opportunity data, activity tracking, and sales-process consistency
- Produce expert workflows covering prospecting, CRM updates, pipeline management, reporting, and customer communications
- Create reproducible AI training material and maintain senior professional standards
- Review and refine rubrics for evaluating AI-generated sales work
- Define criteria distinguishing excellent enterprise selling from average or incomplete execution
- Identify edge cases requiring experienced commercial judgment
- Participate in calibration activities to maintain consistent quality expectations
- Create and evaluate polished pitches, presentation decks, summaries, and other sales materials
- Translate complex account situations into concise executive-level communication
- Review presentations and written materials for accuracy and strategic relevance
Requirements:
- Approximately 10 years of hands-on experience in enterprise sales or a closely related commercial role
- Demonstrated experience carrying and delivering against a sales quota
- Background as an Enterprise Account Executive, Strategic Account Executive, Sales Manager, Sales Director, VP of Sales, or comparable role
- Strong understanding of complex B2B sales cycles and enterprise account management
- Deep experience with CRM administration, sales-process management, pipeline tracking, forecasting, and reporting
- Professional fluency with Salesforce and common enterprise productivity tools
- Familiarity with platforms such as Jira, Confluence, Google Workspace, Microsoft Office, Slack, HubSpot, Notion, Aircall, Stripe, Intercom, Zoho, or Microsoft Teams is valuable
- Strong written communication and ability to create polished customer-facing materials
- Comfortable using large language models and AI-assisted professional workflows
- Experience with B2B SaaS, technology sales, creator marketplaces, or outcome-based commercial programmes is advantageous
- Must be based in the United States
- Work must be completed without using confidential or proprietary information belonging to any current or former employer, client, institution, or other third party
Benefits:
- Full-time engagement
- Fully remote within the United States
- Remote consulting opportunity
- Access to realistic sales workflow and software environments
- Opportunity to contribute to advanced AI training
- Opportunity to create expert reference examples and evaluation standards
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