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Summary

Sales Director to lead enterprise net-new acquisition across the U.S., driving complex workforce transformation deals with C-suite executives in a remote, high-impact individual contributor role.

Key Responsibilities: Own the complete sales cycle from cold outreach to contract signing for enterprise clients, generating qualified pipeline and navigating complex procurement processes. Lead executive-level discovery and solution design while maintaining CRM hygiene, forecasting accuracy, and quarterly territory KPIs.
Skills & Tools: Enterprise sales mastery with value-based selling and storytelling expertise, strong executive communication, strategic account segmentation, and a hunter mentality for cold territory penetration. Challenger mindset with resilience and agility to operate in fast-paced, evolving environments.
Qualifications: Proven track record in enterprise sales with demonstrated success engaging C-level executives and closing complex deals. Experience in value-based selling, territory strategy execution, and thriving in mission-driven, rapidly changing cultures required.
Location: Remote, United States
Compensation: $250,000 – $300,000/year

Job Description

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Fast Facts

Seeking a Sales Director to spearhead enterprise acquisitions in the U.S., focusing on complex deals and workforce transformation strategies with executive leaders.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Responsibilities: Drive new logo acquisition, manage the entire sales process from outreach to contract signing, and engage executives to present tailored solutions.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Skills: Expertise in enterprise sales, value-based selling, strategic territory execution, and executive communication in fast-paced environments.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Qualifications: Proven track record in sales with a hunter mentality and experience engaging C-level executives is preferred.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Location: Remote position based in the U.S.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Compensation: $250000 - $300000 / Annually




We’re hiring a Sales Director to lead net-new enterprise acquisition within a defined U.S. region.. This is a high-impact individual contributor role focused on hunting, influencing, and closing complex enterprise deals in a rapidly evolving market.

You’ll work with C-suite leaders—CHROs, CLOs, CIOs—to shape workforce transformation through a skills-first strategy, helping companies close the gap between AI investment and employee readiness.

This role is ideal for a self-starter who combines strategic sales execution with executive presence, excels at creating urgency in “nice-to-have” sales environments, and thrives in a fast-changing, mission-driven culture.

Key Skills

  • Enterprise Sales Mastery: Ability to own complex, multi-stakeholder sales cycles from discovery to close, including procurement and legal navigation
  • Value-Based Selling & Storytelling: Skilled in building compelling business cases that resonate with CHROs, CIOs, and other executive buyers
  • Hunter Mentality: Proven success creating pipeline from a cold start in new or underpenetrated territories
  • Challenger Mindset: Ability to shift customer thinking, challenge the status quo, and build consensus across stakeholder groups
  • Territory Strategy & Execution: Proficiency in account segmentation, pipeline management, and quarterly planning
  • Executive Communication: Confident leading high-stakes conversations and tailoring messages by audience
  • Resilience & Agility: Comfortable operating in a fast-paced, constantly evolving environment with minimal hand-holding

Key Responsibilities

  • New Logo Acquisition
  • Generate and convert a consistent flow of qualified pipeline across your assigned US territory
  • Own the entire sales process from outreach to signed contract for net-new enterprise clients
  • Break into cold accounts through outbound efforts, strategic account plays, and executive influence

  • Executive Engagement & Strategic SellingLead tailored discovery and ROI-driven solution design for senior HR and IT decision-makers
  • Present Degreed’s platform in ways that resonate with executive pain points and strategic objectives
  • Reframe customer thinking, build urgency, and drive consensus across siloed buying teams

  • Sales Process Execution
  • Navigate complex deal cycles including procurement, compliance, security, and legal
  • Maintain high standards of CRM hygiene, forecasting accuracy, and sales documentation
  • Collaborate cross-functionally with SDRs, presales, marketing, legal, and value engineering to close deals

  • Territory & Performance Management
  • Develop and execute a quarterly territory plan with measurable KPIs and revenue goals
  • Track deal velocity, pipeline health, and quota attainment with a focus on continuous improvement
  • Leverage AI-powered tools and sales enablement best practices to improve efficiency and outcomes

Compensation

We are committed to fair and equitable compensation practices.

The total pay range for this role is $250,000 - $300,000.

Actual compensation packages are based on several factors that are unique to each candidate, including but not limited to: skill set, depth of experience, certifications, specific work location, and internal equity.

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