Remote | Enterprise Sales & GTM Specialist — $50–$80/hour
24-Mag•New York, NY
•Remote
About The Position
We are sharing a specialised full-time opportunity for experienced enterprise sales professionals with deep expertise in complex B2B sales cycles, pipeline management, CRM workflows, and revenue execution. This role supports advanced AI training focused on real-world enterprise sales work. Selected professionals will evaluate complex sales workflows, create expert reference examples, refine evaluation standards, and demonstrate how experienced sellers handle prospecting, pipeline management, CRM operations, reporting, and customer-facing deliverables.
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
- Strong written communication and ability to create polished customer-facing materials
- Comfortable using large language models and AI-assisted professional workflows
- 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
Nice To Haves
- Familiarity with platforms such as Jira, Confluence, Google Workspace, Microsoft Office, Slack, HubSpot, Notion, Aircall, Stripe, Intercom, Zoho, or Microsoft Teams is valuable
- Experience with B2B SaaS, technology sales, creator marketplaces, or outcome-based commercial programmes is advantageous
Responsibilities
- Review multi-step enterprise sales workflows and AI-generated outputs
- Assess whether sales decisions reflect the judgement 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
- Explain clearly where an approach succeeds or falls short and why
- Apply practical experience across prospecting, qualification, opportunity management, negotiation, and closing
- Evaluate complex 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 that could affect deal outcomes
- Apply quota-carrying experience to realistic commercial scenarios
- Complete and evaluate workflows involving CRM administration, pipeline tracking, and reporting
- Work within realistic environments reflecting enterprise sales technology stacks
- Assess CRM hygiene, opportunity data, activity tracking, and sales-process consistency
- Evaluate data-driven reporting and pipeline-management practices
- Work across tools such as Salesforce and comparable sales and productivity platforms
- Complete realistic sales tasks end-to-end to create high-quality reference examples
- Produce expert workflows covering prospecting, CRM updates, pipeline management, reporting, and customer communications
- Establish examples demonstrating what strong enterprise sales execution looks like
- Translate practical sales experience into reproducible AI training material
- Ensure reference outputs meet senior professional standards
- Review and refine rubrics used to evaluate AI-generated sales work
- Define criteria that distinguish excellent enterprise selling from average or incomplete execution
- Identify edge cases and situations requiring experienced commercial judgement
- Help translate implicit sales expertise into explicit evaluation standards
- Participate in calibration activities to maintain consistent quality expectations
- Create polished pitches, presentation decks, summaries, and other sales materials
- Evaluate customer-facing content for clarity, positioning, professionalism, and commercial effectiveness
- Translate complex account situations into concise executive-level communication
- Review presentations and written materials for accuracy and strategic relevance
- Maintain standards appropriate for senior enterprise sales leadership
Benefits
- Full-time engagement
- Fully remote within the United States
- Compensation: $50–$80/hour
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What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
No Education Listed
