Enterprise Sales & GTM Specialist

This is a fully remote position, open to applicants in New York.

📋 Description

• Analyze multi-step enterprise sales workflows and outputs generated by AI.

• Evaluate sales decisions against the judgment and execution expected from seasoned enterprise sellers.

• Identify ineffective prospecting strategies, pipeline challenges, CRM inaccuracies, and unrealistic customer interactions.

• Review outputs throughout the entire enterprise sales cycle and elucidate both successes and failures.

• Utilize practical experience in areas such as prospecting, qualification, opportunity management, negotiation, and closing.

• Assess account strategies that involve multiple stakeholders and lengthy sales cycles.

• Evaluate pipeline health, deal progression, forecasting logic, and adherence to sales processes.

• Identify risks, incomplete actions, and weaknesses that may impact deal outcomes.

• Complete and assess CRM administration, pipeline tracking, and reporting workflows.

• Evaluate CRM hygiene, opportunity data, activity tracking, and consistency in sales processes.

• Develop expert workflows focusing on prospecting, CRM updates, pipeline management, reporting, and customer communications.

• Create reproducible AI training materials while upholding senior professional standards.

• Review and enhance rubrics for assessing AI-generated sales work.

• Establish criteria that differentiate outstanding enterprise selling from average or incomplete execution.

• Identify edge cases that require experienced judgment in commercial matters.

• Engage in calibration activities to ensure consistent quality standards.

• Create and assess polished pitches, presentation materials, summaries, and other sales documentation.

• Transform complex account situations into clear, executive-level communications.

• 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.

• Proven experience in meeting and exceeding a sales quota.

• Background as an Enterprise Account Executive, Strategic Account Executive, Sales Manager, Sales Director, VP of Sales, or a similar role.

• Strong knowledge of complex B2B sales cycles and enterprise account management.

• Extensive experience with CRM administration, sales process management, pipeline tracking, forecasting, and reporting.

• Professional proficiency in 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 advantageous.

• Exceptional written communication skills and the ability to produce polished customer-facing materials.

• Comfort with large language models and AI-assisted professional workflows.

• Experience in B2B SaaS, technology sales, creator marketplaces, or outcome-based commercial programs is beneficial.

• Must be based in the United States.

• Work must be performed without using confidential or proprietary information from any current or former employer, client, institution, or third party.

🏝️ Benefits

• Full-time engagement.

• Fully remote position within the United States.

• Remote consulting opportunity available.

• Access to realistic sales workflows and software environments.

• Opportunity to contribute to advanced AI training initiatives.

• Opportunity to produce expert reference examples and evaluation standards.