Remote | Enterprise Sales & Marketing Strategy Expert — $55–$80/hour

24-Mag • New York, NY

3d • Remote

About The Position

We are sharing a specialised part-time consulting opportunity for senior sales, marketing, and revenue operations professionals with experience operating in Fortune 500 and large-enterprise go-to-market environments. This role supports an AI evaluation initiative focused on how advanced systems reason through complex enterprise sales and marketing scenarios. Selected professionals will design realistic GTM tasks, develop reference outputs, and create evaluation rubrics that capture the judgement, decision-making, and commercial context expected from experienced enterprise operators.

Requirements

• 5+ years of professional experience in enterprise sales, marketing, revenue operations, or a closely related GTM function
• Significant experience within a Fortune 500 company, major enterprise software provider, or similarly complex large-scale commercial environment
• Direct ownership of major enterprise accounts, brand campaigns, demand-generation programmes, or revenue operations
• Experience working with large account values, complex procurement processes, and multi-stakeholder buying committees
• Strong familiarity with enterprise GTM tools such as Salesforce, Marketo, 6sense, Gong, Outreach, or comparable platforms
• Practical knowledge of enterprise sales methodologies including MEDDIC, Challenger, Force Management, or similar frameworks
• Strong understanding of enterprise budgeting, procurement, legal review, and approval processes
• Excellent written communication and ability to explain commercial reasoning clearly
• Experience developing sales enablement, training content, evaluation rubrics, or structured assessment material is advantageous

Responsibilities

• Develop realistic enterprise sales scenarios involving $1M+ ACV opportunities
• Model complex buying committees, procurement processes, legal reviews, and executive stakeholders
• Create scenarios reflecting long-cycle, high-stakes Fortune 500 sales environments
• Develop account strategies, deal plans, and executive-level sales narratives
• Incorporate realistic commercial constraints, internal politics, and stakeholder dynamics
• Build tasks covering enterprise brand strategy, account-based marketing, demand generation, lifecycle marketing, and category positioning
• Create scenarios reflecting the scale and complexity of Fortune 500 marketing organisations
• Develop reference outputs demonstrating strong strategic marketing judgement
• Evaluate campaign, positioning, segmentation, and go-to-market decisions
• Incorporate realistic budget, brand, and organisational considerations
• Develop RevOps scenarios involving enterprise sales and marketing technology stacks
• Apply practical knowledge of platforms such as Salesforce Enterprise, Marketo, 6sense, Gong, and Outreach
• Model pipeline management, forecasting, account prioritisation, attribution, and sales-process workflows
• Evaluate how GTM systems support complex enterprise revenue organisations
• Create tasks that reflect real operational dependencies across sales, marketing, and revenue operations
• Apply frameworks such as MEDDIC, Challenger, and Force Management
• Develop reference deal strategies and account plans using established enterprise sales methodologies
• Evaluate opportunity qualification, stakeholder alignment, competitive positioning, and deal progression
• Distinguish sophisticated enterprise selling judgement from generic sales-playbook responses
• Translate practical commercial experience into realistic evaluation scenarios
• Design structured tasks used to evaluate AI performance in enterprise GTM contexts
• Develop high-quality reference answers representing expert-level commercial reasoning
• Write scoring rubrics that distinguish strong, average, and weak responses
• Define criteria around strategic judgement, commercial realism, completeness, and execution quality
• Help ensure evaluation tasks reflect how experienced enterprise operators actually make decisions

Benefits

• Part-time independent contractor engagement
• Fully remote
• Minimum commitment of 20 hours per week
• Paid calibration and onboarding programme
• Potential for project extensions and progression into reviewer, lead, or domain specialist responsibilities

What This Job Offers

• Job Type: Part-time
• Career Level: Senior
• Education Level: No Education Listed