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Lifted, an Upwork Company

Sales Director

Lifted, an Upwork Company

. Land new enterprise logos and drive net-new revenue .

Posted 11/9/2026full-timeRemote • United StatesLead💰 $151,750 - $200,000 per yearWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates extensive experience in enterprise new business sales, particularly within contingent workforce and staffing solutions. Proven ability to navigate complex sales cycles, engage with C-level stakeholders, and drive revenue growth through strategic account management.

Highest-signal resume keywords
Enterprise New Business SalesContingent Workforce ModelsComplex Multi-Stakeholder DealsPipeline ManagementExecutive Presence

ATS Keywords

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Applicant Tracking System Keywords

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

Hard Skills
Sales Cycle ManagementDeal Strategy DevelopmentRFP NavigationOpportunity QualificationForecasting
Soft Skills
High OwnershipStrong Pipeline DisciplineEffective CommunicationCollaboration
Industry Keywords
Contingent WorkforceStaffingHR TechProcurement TechTalent Acquisition

About the role

Key responsibilities & impact
  • Land new enterprise logos and drive net-new revenue
  • Own the full sales cycle from prospecting through close in complex, multi-stakeholder environments
  • Lead deals involving Procurement, HR, Talent Acquisition, Legal, Finance, business-unit, and contingent workforce management leadership
  • Position Lifted’s full offering, including IC, AOR, EOR, staff augmentation, and outsourced solutions
  • Build and manage a targeted enterprise pipeline for new logo acquisition
  • Lead outbound engagement with senior stakeholders
  • Run discovery across workforce strategy, compliance, procurement, and technology
  • Create and advance qualified opportunities aligned to Lifted’s core offering
  • Develop deal strategy, positioning, and commercial proposals
  • Navigate complex procurement processes, RFPs, and multi-round evaluations
  • Maintain disciplined pipeline management and accurate forecasting
  • Identify expansion opportunities across IC compliance, AOR, EOR, staffing, and workflow automation solutions
  • Position Lifted within the broader contingent workforce ecosystem
  • Drive strategic account penetration and long-term revenue potential
  • Partner with Solutions, Product, Legal, and Delivery to win and execute deals successfully
  • Collaborate with Marketing and Sales leadership to improve pipeline development and conversion
  • Meet or exceed quota targets

Requirements

What you’ll need
  • 10+ years in enterprise new business sales within contingent workforce, staffing, HR tech, or procurement tech
  • Direct experience selling into enterprise workforce, talent programs, and contingent workforce program leaders
  • Proven ability to close complex, multi-stakeholder deals with 6 to 18+ month sales cycles
  • Strong understanding of contingent workforce models, including IC, AOR, EOR, MSP, VMS, and compliance frameworks
  • Executive presence and ability to navigate C-level conversations
  • High ownership, strong pipeline discipline, and consistent follow-through
  • Comfortable operating in a fast-moving, evolving environment
  • Comfortable owning long, complex sales cycles end-to-end
  • Comfortable operating in environments where processes are still being built
  • Criminal background check may be required after a conditional job offer

Benefits

Comp & perks
  • Comprehensive medical coverage for you and your family
  • Unlimited PTO
  • 401(k) plan with matching
  • 12 weeks of paid parental leave
  • Annual bonus plan or sales incentive plan eligibility
  • Eligibility to participate in the long-term equity incentive program
  • Opportunities to learn fast, take ownership, and build a career