Enterprise Sales Director - Contingent Workforce

Lifted, an Upwork Company; Atlanta (GA); On-site; USD 180,000 - 280,000; Full time

Benefits offered by this job

Medical coverage for you and family

Unlimited PTO

401(k) plan with matching

12 weeks of paid parental leave

Job summary

Lifted, an Upwork Company, is expanding its enterprise sales team and hiring a Sales Director to own the full sales cycle from prospecting through close in complex, multi-stakeholder environments.

You will lead deals involving Procurement, HR, Talent Acquisition, Legal, Finance, business-unit and contingent workforce management leadership, positioning Lifted’s full offering to win high-value accounts.

Qualifications

• 10+ years in enterprise new business sales within contingent workforce, staffing, HR tech, or procurement tech.
• Experience closing complex, multi-stakeholder deals (6–18+ month cycles).
• Executive presence with ability to navigate C-level conversations.

Responsibilities

• Build and manage a targeted enterprise pipeline to drive 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.
• Own the full enterprise sales cycle through close, meeting or exceeding quota targets.
• Develop deal strategy, positioning, and commercial proposals.
• Navigate complex procurement processes, RFPs, and multi-round evaluations.
• Identify expansion opportunities across IC compliance, AOR, and EOR, staffing, and workflow automation solutions.

Skills

Enterprise sales

New business development

C-level selling

Pipeline management

Multi-stakeholder navigation

Job description

Lifted, an Upwork Company, is expanding its enterprise sales team and hiring a Sales Director to own the full sales cycle from prospecting through close in complex, multi-stakeholder environments.

You will lead deals involving Procurement, HR, Talent Acquisition, Legal, Finance, business-unit and contingent workforce management leadership, positioning Lifted’s full offering to win high-value accounts.