VP of Sales, Enterprise Staffing
622 Third Avenue, 39th Floor New York, NY 10017 US
Job Description
VP of Sales, Enterprise Staffing - New York–based preferred
7+ years staffing industry experience required
Hybrid environment; Relocation considered, but NYC market complexity should not be underestimated
Are you a staffing sales leader looking to actually own the sales function?
Our client is a privately held, multi-vertical staffing firm with decades of market presence and a strong brand. They are known for their scale, stability, and diversified service offerings — and they are now at an inflection point where sales leadership must evolve to support the next phase of growth.
We’re hiring a VP of Sales, Enterprise Staffing to own hiring, training, forecasting, and sales execution, and to rebuild a sales organization that has grown complacent over time.
What You Will Do:
- Own and modernize the enterprise sales strategy across temp, direct hire, and MSP solutions
- Hire 3–5 net-new salespeople and rebuild a true sales bench
- Establish and teach a transactional + consultative sales methodology
- Build a prospecting and pipeline discipline (lead generation, deal management, forecasting)
- Reset expectations, activity standards, and accountability across a tenured team
- Develop sales KPIs, forecasting cadence, and performance management rigor
- Train and develop future sales leaders (“train the trainers”)
- Partner with operations and recruiting leadership to remove execution friction
- Improve forecast accuracy and leadership visibility into revenue performance
What We’re Looking For:
- Proven experience rebuilding or scaling a sales organization, not just managing one
- Strong hands-on sales leader who coaches, teaches, and inspects
- Background in multi-vertical staffing strongly preferred
- Comfortable selling beyond VMS-only environments
- Track record of hiring, developing, and retaining strong sales talent
- High energy, modern leadership style that can reset culture without breaking it
Required Skills:
- Enterprise staffing sales leadership
- Sales hiring, onboarding, and training
- Forecasting and pipeline management
- Sales methodology development
- Cross-functional leadership (sales + recruiting + ops)
What You Get:
- Competitive executive compensation with upside tied to team performance
- A true VP mandate — no personal quota, real authority
- The opportunity to rebuild and modernize a legacy sales organization
- Executive visibility and direct partnership with the CEO
- Long-term growth runway inside a diversified staffing platform
Job Number 7718
#LI-WS1
Additional Information

MeeDerby is an executive search firm uniquely dedicated to serving the staffing industry. For nearly three decades, we've helped thousands of executives, managers, senior sales and senior recruiters who have worked in staffing find their place in this robust industry. You spend your days helping people find the perfect job. Don’t you deserve a partner who can do the same for you? Leverage our hard-won connections to take the next step in your staffing career.
Meet Your Recruiter
Walter Shedd
Executive Recruiter
With over 16 years of experience in sales and recruiting management, Walter Shedd is a seasoned Executive Recruiter at MeeDerby, the leading source for executive search in the Staffing Industry. He has a proven track record of finding and placing qualified candidates for various staffing disciplines and verticals across the nation, leveraging his extensive network, subject matter expertise, and consultative approach.
Walter’s passion is to create lasting and mutually beneficial relationships between clients and candidates, and to help them achieve their growth and success goals. He has a broad and deep knowledge of the Staffing Industry, having worked across all corners of the industry, expanding on his roots in Commercial Staffing. He also has a unique background in visual storytelling, having interned with a photojournalist from TIME Magazine and covered major events such as the 2004 presidential election and the World Series. Walter’s focus at MeeDerby is to source and recruit top managers and executives for the Staffing Industry, with a special emphasis on his hometown of Chicago.









