Director of Sales

Director of Sales 
Location: Boston, MA (Hybrid, 2 days/week in office)
Salary: $180,000 + Bonus + Stock Options (OTE: $400,000 - $450,000) 
Benefits: Medical, Dental, 401k, Holidays, PTO 
Job Type: Full-Time 
Start Date: ASAP 
Sponsorship not available

Director of Sales Description

Our client is looking for a Director of Sales to help strengthen their enterprise sales organization. This is a strategic, hands-on player-coach role focused on improving sales execution, deal strategy, forecasting, and customer engagement within a high-growth technology company.  You will work closely with the CEO and senior leadership team while coaching a team of 5 Enterprise Account Executives. Rather than simply managing a sales team, you will bring structure and consistency, help the Account Executives navigate complex sales opportunities, join critical customer conversations, and establish best practices that can scale across the business. 

The ideal candidate combines strong enterprise sales experience with exceptional coaching ability.  You should be comfortable discussing sophisticated technology solutions with both business and technical stakeholders, from executive leaders to engineering and product team. This is an excellent opportunity to join a growing technology company and have a meaningful impact on how its sales organization operates, while working directly with senior leadership and a highly capable team.

Director of Sales Responsibilities

•    Coach 5 Enterprise Account Executives on deal strategy, negotiation, and closing business
•    Lead strategic deal reviews and help develop strategies for complex enterprise opportunities 
•    Establish and reinforce best practices for opportunity management, deal qualification, forecasting, and account strategy 
•    Join critical customer meetings, executive conversations, and late-stage sales opportunities to help advance and close business 
•    Review pricing, discounting, and terms for strategic opportunities
•    Develop sales playbooks, frameworks, and processes that improve sales consistency 
•    Strengthen CRM discipline, reporting, and sales operations processes
•    Partner with Sales, Marketing, and Finance to improve commercial performance
•    Monitor sales metrics and identify opportunities to improve execution and predictability
•    Drive continuous improvement across the enterprise sales organization

Director of Sales Qualifications

•    8+ years of enterprise B2B sales experience required
•    Proven success closing complex, high-value opportunities required
•    Experience in SaaS, platform solutions, or other high-growth technology environments required
•    Experience coaching and developing high-performing sales professionals required
•    Deep understanding of enterprise sales, pipeline management, and forecasting required
•    Strong commercial judgment, including pricing, negotiation, and deal structuring required