Cypress HCM · 1 week ago
Director of Sales
NYC Metro Area
Contract
Hybrid
Lead/Staff, Director/Executive
$275K/yr - $330K/yr
3+ years expCypress HCM is a SaaS company seeking a hands-on enterprise sales leader to drive and expand their U.S. enterprise revenue. The Director of Sales will manage a team of Account Executives, oversee day-to-day sales execution, and build strategic plans to win and grow large enterprise accounts.
Human ResourcesInformation TechnologyStaffing Agency
Responsibilities
Lead, manage, and develop a team of Account Executives, ensuring consistent execution against pipeline generation and revenue goals
Work closely with CEO to maintain alignment between daily execution and broader commercial strategy
Track team and individual performance, delivering coaching, feedback, and process improvements to strengthen outcomes
Review and strengthen key enterprise account strategies, including deal planning, stakeholder mapping, and execution approach
Coach sellers on enterprise sales fundamentals including discovery, value-driven positioning, qualification, and advancing opportunities through a defined sales process
Step in as an executive sponsor on high-value or strategic opportunities to support deal progression and close
Partner cross-functionally with Pre-Sales, Marketing, and Customer Success to ensure customer needs are reflected in messaging, positioning, and go-to-market execution
Build and reinforce a culture of accountability, ownership, collaboration, and continuous improvement
Qualification
Required
3+ years of experience leading enterprise Sales teams with a demonstrated record of meeting or exceeding revenue goals
Direct enterprise selling experience in complex, consultative, multi-threaded deal cycles with enterprise technology domains; IT infrastructure, cloud platforms, DevOps, and/or security solutions
Experience in high-growth, scaling organizations – able to operate strategically while staying actively involved in execution
Strong people leadership skills with a track record of developing sellers in account planning, value-based selling, and deal management
A driven, metric-oriented leadership style balanced with a collaborative and supportive team approach
Benefits
Equity options
Company
Cypress HCM
Cypress HCM is a staffing and recruiting company providing technology and creative recruiting solutions.
51-200 employees
Funding
Current Stage
Growth StageLeadership Team
Mark Lillig
CEO
Philip Oommen
CFO
Company data provided by crunchbase