WorkWhile

Account Executive – Mid-Market

WorkWhile

full-time

Posted on:

Location Type: Remote

Location: United States

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About the role

  • Execute full sales cycle from prospecting and qualification through proposal, negotiation, and close for mid-market accounts. This is a hunter role.
  • Strategic and creative thinking that enables you to understand industry and customer trends and apply those insights to deliver business results.
  • Generate and manage a healthy pipeline through outbound outreach, trade show/conference attendance, and strategic engagement.
  • Conduct discovery calls, tailored demos, and articulate WorkWhile’s value and product differentiators against competitors.
  • Build strong relationships with decision-makers (procurement/talent acquisition, operations, finance) and act as a trusted advisor.
  • Collaborate with internal cross-functional teams (sales, operations, finance) to ensure smooth onboarding and long-term satisfaction.
  • Provide accurate forecasting, pipeline metrics, and deal progression reporting.

Requirements

  • 3-6+ years of quota-carrying sales experience, preferably in SaaS, staffing/HR tech, or marketplace products.
  • Proven ability to close deals in the mid-market segment with a blend of consultative and transactional selling.
  • Solid communication skills and experience presenting to mid-level executives.
  • Comfortable balancing speed and strategy; agile in managing moderate sales cycles.
Benefits
  • Competitive base salary + commission with clear OTE upside.
  • Equity
  • Full benefits package: medical/dental/vision, 401(k) with match, flexible time off, remote/hybrid options, and more.
Applicant Tracking System Keywords

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

Hard Skills & Tools
sales cycle executionpipeline managementdeal closingconsultative sellingtransactional sellingforecastingmetrics reporting
Soft Skills
strategic thinkingcreative thinkingrelationship buildingcommunication skillsagilitycollaboration