Account Executive – Mid-Market

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🕒 March 13

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WorkWhile

WebsiteLinkedInAll Job Openings

51 - 200 employees

👥 HR Tech

☁️ SaaS

🤖 Artificial Intelligence

💰 $23M Series B - WorkWhile on 2025-06

HR Tech • SaaS • Artificial Intelligence

WorkWhile is an AI-powered labor and workforce-management platform that connects businesses with vetted, certified frontline workers for on-demand, temporary, and long-term assignments. The platform provides a full-stack, SaaS workforce solution—matching and scheduling talent across industries like warehousing, logistics, manufacturing, hospitality, facilities, and retail—while offering features such as background checks, certification support, next-day pay, a worker app, and machine-learning driven real-time labor management and insights. WorkWhile positions itself as a single source of truth for dynamic staffing needs, enabling businesses to scale flexibly with transparent pricing and data-driven staffing decisions.

📋 Description

• 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.