Director of Sales

Rhodes Wolfe•Boston, MA

3d•$400,000 - $450,000•Hybrid

About The Position

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.

Requirements

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

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