Sales and Marketing Expert

atWeekday (YC W21)RemoteUS flagUnited StatesFreelanceSalesMid-levelSenior$60 – $70/hour

Posted Aug 18

This is a fully remote position, open to applicants in United States.

📋 Description

• Develop enterprise sales scenarios that involve opportunities exceeding $1M in Annual Contract Value (ACV), intricate buying committees, multiple stakeholders, and extended procurement cycles within Fortune 500 companies.

• Create marketing scenarios that encompass enterprise brand strategy, account-based marketing (ABM), demand generation, lifecycle marketing, and category positioning.

• Formulate Revenue Operations and go-to-market (GTM) strategies utilizing enterprise platforms such as Salesforce, Marketo, 6sense, Gong, and Outreach.

• Implement MEDDIC, Challenger, and Force Management methodologies to devise realistic deal strategies and account plans.

• Craft executive-level sales narratives, customer engagement strategies, and go-to-market recommendations.

• Develop comprehensive evaluation rubrics that differentiate authentic enterprise GTM expertise from standard sales or marketing playbook knowledge.

• Review and refine scenarios and reference outputs to align with genuine enterprise practices.

• Integrate reviewer feedback and consistently enhance evaluation criteria.

• Engage in project-based AI evaluation and research initiatives with varying scopes and durations.


⛳️ Requirements

• A minimum of 5 years of professional experience in enterprise sales, marketing, or Revenue Operations.

• Previous experience with a Fortune 500 enterprise technology company, a major SaaS organization, or a large public-company sales or marketing organization.

• Direct involvement in managing Fortune 500 accounts, enterprise sales cycles, significant brand initiatives, or extensive demand-generation programs.

• Comprehensive understanding of enterprise buying processes, procurement, budgeting, legal reviews, stakeholder management, and complex commercial negotiations.

• Practical familiarity with enterprise GTM technologies and platforms, including CRM, marketing automation, sales engagement, conversation intelligence, and account-intelligence tools.

• Strong knowledge of MEDDIC, Challenger, or Force Management methodologies.

• Exceptional written communication and analytical skills, with the ability to articulate strategic decisions and commercial reasoning clearly.

• Experience in creating sales enablement materials, evaluation frameworks, training content, or professional development programs is an advantage.

• Prior experience with AI training, evaluation, rubric development, or human-data projects is beneficial.

• A resume or relevant professional background is required for application.

• Candidates may be asked to complete a brief assessment or provide additional information.

• H-1B and STEM OPT candidates are not currently supported.


🏝️ Benefits

• Remote, flexible engagement opportunities.

• Fully remote work that can be completed according to your own schedule.

• Weekly payments processed through Stripe or Wise based on services rendered.

• Potential for additional evaluation, reviewer, or subject-matter-expert projects.

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