Regional Director, Commercial Sales

About the role

ClickUp is seeking a Regional Director to lead its Commercial Sales team. This role involves guiding a team of Account Executives across the Americas, focusing on driving revenue growth and operational excellence. The ideal candidate will foster a high-performing sales culture within a hybrid work environment.

Key facts

What you'll do

• Direct and mentor a team of Account Executives within the commercial segment across the AMER region.
• Generate sales pipeline, execute deals, and consistently achieve regional revenue goals.
• Establish a consistent operational rhythm for forecasting, pipeline analysis, deal reviews, and performance management.
• Recruit, onboard, and retain top talent while cultivating an ambitious and inclusive team culture.
• Enhance sales process efficiency using CRM data, performance metrics, and repeatable best practices.
• Collaborate with Growth, Marketing, Operations, and Product teams to improve conversion rates and customer experience.
• Uphold high standards for value-based selling and customer-centric leadership.
• Provide reports on team performance, pipeline health, forecast accuracy, and improvement areas to senior leadership.

Requirements

• Significant experience leading B2B SaaS sales teams in commercial, SMB, or mid-market segments.
• Strong understanding of selling in AMER markets, including regional differences in coaching and execution.
• Demonstrated success in coaching high-performing sellers and improving team productivity and revenue.
• Experience building or expanding new-business and outbound sales motions.
• Strong analytical and operational skills, comfortable using CRM data and sales metrics for decision-making.
• Excellent communication, collaboration, and change-management abilities.
• Capacity to influence partners across Marketing, Product, Operations, and other go-to-market functions.

Nice to have

• Experience in a high-growth B2B SaaS environment.
• Familiarity with structured sales methodologies like MEDDIC.
• Experience managing distributed teams across multiple US regions or AMER time zones.
• Experience improving rep ramp-up time, inspection cadence, and frontline manager effectiveness at scale.
• Bachelor's degree or equivalent practical experience.

Practical notes

• Visa sponsorship is not available for this role.
• This is a hybrid role, requiring 2-3 days per week in the Boston office.
• Travel may be necessary for team events, customer meetings, and planning.
• ClickUp uses AI and machine learning in the application review process, which supports human decision-making.