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Vice President, Enterprise Sales @CharterUP

[Hiring] Vice President, Enterprise Sales @CharterUP

Mar 30, 2025 - CharterUP is hiring a remote Vice President, Enterprise Sales. 💸 Salary: unspecified. 📍Location: USA.

This description is a summary of our understanding of the job description. Click on 'Apply' button to find out more.

Role Description

The VP of Enterprise Sales at CharterUP will be responsible for driving significant revenue growth by building and implementing a comprehensive outbound prospecting motion targeting key verticals such as construction, traditional shuttle industries (e.g., university shuttles), and events. This role requires a hands-on leader with expertise in managing complex, large-scale deals with long sales cycles, and the ability to design and manage an effective account management function.

  • Provide Hands-On Leadership: Ensure you are hands-on and willing to get involved in deals while also capable of structuring the organization for future growth.
  • Achieve/Exceed Revenue Targets: Own new revenue targets and develop a plan to achieve them.
  • Develop Outbound Sales Strategies: Design and implement comprehensive outbound prospecting motions targeting enterprise charter, shuttle, and event verticals.
  • Manage Complex Sales Cycles: Oversee complex sales cycles, including RFP processes that span 12-18 months and sales cycles that can take 2-3 years.
  • Establish Account Management Functions: Create a formalized account management function to maximize value from existing clients.
  • Organizational Structuring: Structure the sales organization to maximize productivity by clearly defining roles for outbound and inbound teams.
  • Segmentation Design: Design segmented organizations, creating distinct hunting, farming, and customer success teams.
  • Complexity Management: Handle complexity and resolve friction between sales teams.
  • Events Vertical: Develop and execute a strategy to penetrate the events vertical.
  • Market Research: Conduct market research to identify potential event organizers and planners.
  • Solution Development: Develop customized solutions and packages for event transportation needs.

Qualifications

  • Experience handling complexity in go-to-market motions, working across different verticals and segments with large deals.
  • Experience working with complex, large-scale deals with longer sales cycles (6 months to 2 years).
  • Experience in building and implementing a comprehensive outbound prospecting motion.
  • Expertise in designing and managing an effective account management function.
  • Ability to structure the sales organization to balance hunting and farming.
  • Structured problem solver that relies on data to understand issues and make critical decisions.
  • Strong process orientation and ability to implement a structured sales methodology.
  • Demonstrated success in driving and holding sales teams accountable and driving high performance.
  • Ability to think holistically about the organizational system.

Requirements

  • Familiarity with the charter bus/shuttle industry is preferred but not a strict requirement.

Benefits

  • Comprehensive benefits plan, including fully subsidized medical insurance for employees.
  • 401(k) plan.

Recruiting Process

  • Initial Step: Interview with the Head of Recruiting.
  • Step 1: Hiring Manager Interview.
  • Step 2: Team Interview.
  • Step 3: Team Interview.
  • Step 4: Final Interview.
  • Step 5: Presentation.
  • Offer & reference check.
  • Welcome aboard!

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Before You Apply
📍 Be aware of the location restriction for this remote position: USA
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Vice President, Enterprise Sales @CharterUP
Sales / Business
Salary 💸 unspecified
Remote Location
USA
Job Type unspecified
Posted Mar 30, 2025
Apply for this position Unlock 54,652 Remote Jobs
📍 Be aware of the location restriction for this remote position: USA
Beware of scams! When applying for jobs, you should NEVER have to pay anything. Learn more.
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