VP of Sales

About the Role

Northwind Software is hiring a sales leader to run its East-region enterprise org out of NYC: 40 reps across 4 teams carrying a $48M ARR book growing 25% a year. You own the enterprise segment - accounts with 1,000 or more employees - and report directly to the CRO. The playbook is MEDDICC, the stack is Salesforce and Clari, and the mandate is to scale what already works.

What You'll Do

• Lead a 40-rep enterprise sales org across 4 teams, each headed by a front-line director
• Own the East-region number: a $48M ARR book with a 25% YoY growth target
• Run weekly forecast calls in Clari and hold every team to inspection-grade pipeline hygiene in Salesforce
• Enforce MEDDICC on every qualified opportunity, from first call through legal
• Recruit, coach, and promote front-line managers, and keep regretted attrition low
• Partner with marketing, SDR, and customer success leadership on pipeline coverage and expansion plays
• Serve as executive sponsor on late-stage deals with 1,000+ employee accounts

What You'll Bring

• 10+ years in B2B SaaS sales, including 5+ years leading leaders at the second line or above
• Track record owning a $30M+ ARR enterprise book and beating plan
• Hands-on experience running MEDDICC or a comparable qualification framework at scale
• Fluency in Salesforce reporting and Clari or a similar forecasting platform
• History of hiring, developing, and promoting front-line sales managers
• Experience selling into 1,000+ employee accounts with 6 to 12 month cycles
• Based in the New York metro area and able to work from the NYC office on a hybrid schedule

Nice to Have

• Domain experience in workforce management, HR tech, or adjacent HCM categories
• Experience scaling a region through late-stage growth toward IPO
• Background as an enterprise AE before moving into leadership
• Established relationships with East Coast enterprise buyers in HR and operations

Benefits & Perks

• Medical, dental, and vision coverage
• 401(k) with 5% match
• 25 PTO days
• Annual Presidents Club trip

About the Employer

Northwind Software is a Series-D SaaS company whose workforce-management platform helps large employers schedule, pay, and retain hourly teams. The company has about 1,200 employees, with its East-region enterprise sales hub in New York City.