WorkWhile

Account Executive – Enterprise

WorkWhile

full-time

Posted on:

Location Type: Remote

Location: United States

Visit company website

Explore more

✨ AI Apply
Apply

About the role

  • Lead full sales cycle for enterprise targets: prospecting, discovery, solution positioning, negotiation, and close. This is a hunter role.
  • Develop strategic account plans to penetrate and expand within Fortune 500 / national accounts.
  • Drive consensus and alignment across multiple departments (ops, finance, procurement) at target customers.
  • Articulate WorkWhile’s value proposition in enterprise labor strategy, workforce analytics, and flexible staffing solutions.
  • Build and maintain a robust pipeline with enterprise opportunities and accurate sales forecasting.
  • Collaborate internally with sales, finance, operations and product stakeholders to deliver tailored enterprise proposals and proofs of concept.
  • Represent WorkWhile at industry events and executive meetings.

Requirements

  • 5-10+ years of B2B enterprise sales experience with a track record of hitting targets and closing large, strategic deals.
  • Demonstrated ability to navigate complex approval processes and multiple executive stakeholders.
  • Strong consultative selling skills with executive presence and financial acumen.
  • History of exceeding quota, closing six-figure+ deals, and driving long-term customer value.
  • Experience with CRM tools (Salesforce) and enterprise sales methodologies (e.g., MEDDPICC).
Benefits
  • Competitive base salary + commission with clear OTE upside.
  • Equity
  • Comprehensive benefits including medical, dental, vision, 401(k) match, flexible time off, and remote/hybrid work options.
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
B2B enterprise salesconsultative sellingsales forecastingstrategic account planningnegotiationclosing large dealsfinancial acumenenterprise sales methodologiesMEDDPICC
Soft Skills
executive presencecollaborationcommunicationconsensus buildingrelationship management