Regional Director, Commercial Sales

ClickUp

Regional Director overseeing Account Executives in AMER commercial sector at ClickUp. Driving pipeline and revenue growth while fostering an inclusive team culture.

Posted 7/23/2026full-timeBoston • Massachusetts • 🇺🇸 United StatesLead💰 $250,000 - $300,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in leading B2B SaaS sales teams, driving pipeline generation, and achieving revenue targets while fostering a high-performing, inclusive team culture. Proficient in utilizing CRM data and sales metrics to enhance decision-making and improve sales processes.

Highest-signal resume keywords

B2B SaaS Sales LeadershipPipeline GenerationCRM Data UtilizationCoaching High-Performing SellersStructured Sales Methodologies

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Sales Process ScalabilityForecastingPerformance ManagementNew-Business DevelopmentOutbound Sales MotionsSales Metrics AnalysisForecast Quality ImprovementRevenue OutcomesTeam Productivity EnhancementRep Ramp Improvement

Soft Skills

Communication SkillsCollaboration SkillsChange Management SkillsInfluencing SkillsTeam Culture Development

Tools & Technologies

CRM SoftwareSales Performance Metrics

Certifications & Qualifications

Bachelor’s Degree

Industry Keywords

B2BSaaSAMER MarketsSMBMid-MarketMEDDIC

About the role

Key responsibilities & impact

Lead, coach, and develop a team of Account Executives focused on the commercial segment across AMER.
Drive pipeline generation, deal execution, and consistent attainment of regional revenue targets.
Build a strong operating cadence around forecasting, pipeline inspection, deal reviews, rep development, and performance management.
Hire, ramp, and retain high-performing talent while creating an ambitious, inclusive, and motivating team culture.
Improve sales process scalability through better use of CRM data, performance metrics, and repeatable best practices.
Partner closely with Growth, Marketing, Operations, and Product to improve conversion, support important accounts, and remove friction in the customer journey.
Reinforce high standards for thoughtful, value-based selling and customer-first leadership.
Report on performance, pipeline health, forecast accuracy, and improvement opportunities to senior leadership.

Requirements

What you’ll need

Significant experience leading B2B SaaS sales teams in a commercial, SMB, or mid-market motion.
Strong understanding of selling across AMER markets and how regional nuance shapes coaching, hiring, and execution.
Proven track record coaching high-performing sellers and improving team productivity, forecast quality, and revenue outcomes.
Experience building or scaling repeatable new-business and outbound motions.
Strong analytical and operational instincts, with comfort using CRM data, sales metrics, and pipeline insights to drive decisions.
Excellent communication, collaboration, and change-management skills.
Ability to influence partners across Marketing, Product, Operations, and other go-to-market functions.
Experience in a high-growth B2B SaaS environment.
Familiarity with structured sales methodologies such as MEDDIC.
Experience leading distributed teams across multiple U.S. regions or broader AMER time zones.
Experience improving rep ramp, inspection cadence, and frontline manager effectiveness at scale.
Bachelor’s degree or equivalent practical experience.

Benefits

Comp & perks

Equity
401k
Health, Dental, and Vision insurance
Spending accounts
Life & Disability
Paid parental leave
Flexible paid time off
Enhanced employee assistance program
Employee wellness stipend
Professional development stipend