Regional Director, Commercial Sales

Reposted 5 Days Ago
Be an Early Applicant
Boston, MA, USA
Hybrid
250K-275K Annually
Senior level
Cloud • Digital Media • Enterprise Web • Marketing Tech • Software
The everything app, for work. One app for projects, knowledge, conversations, and more. Get more done faster—together
The Role
Lead and develop a commercial AMER sales team to drive pipeline, execute deals, hit regional revenue targets, and scale repeatable sales processes using CRM data, forecasting, and cross-functional partnership.
Summary Generated by Built In

At ClickUp, we're building the future of work: the first truly converged AI workspace unifying tasks, docs, chat, calendar, and enterprise search, all supercharged by context-driven AI. We are an AI-native company. Every team member is expected to leverage AI daily, and we evaluate AI fluency as part of our hiring process. Join us and help redefine what's possible. 🚀

What You’ll Own

  • 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.

 

Required Qualifications

  • 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.

 

Preferred Qualifications

  • 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.

 

Location & Travel

  • This role is approved for the United States and is expected to be based in Boston.

  • Candidates should be comfortable working in a hybrid environment and coming into the office 2–3 days per week.

  • Travel may be expected for team connection, customer meetings, and key planning moments as needed.

Equal Opportunity Employer

ClickUp is an Equal Opportunity Employer, and qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, or national origin.

Privacy Notice

ClickUp collects and processes personal data in accordance with applicable data protection laws. You can find further details by viewing our Global Candidate Privacy Notice.

If you are a Philippine Job Applicant, please also see our Philippine Data Privacy Notice for further details.

Visa Sponsorship

Please note we are unable to sponsor or take over sponsorship of an employment visa for roles outside of engineering and product at this time. Sponsorship for engineering and product roles is not guaranteed, but is instead based on the business needs for that specific role at that time. Please reach out to the recruiter with any questions.

Fraud Alert

ClickUp Talent Acquisition will only initiate contact via an @clickup.com email or through our official careers portal on clickup.com. We will never request fees, payments, or sensitive personal information. Please disregard any offers received outside these channels and report them to [email protected].

AI Processing Notice

ClickUp may use artificial intelligence and machine learning technologies to help review and screen candidates' employment applications against role-related criteria. These tools support, but do not replace, human decision‑making. If you have questions or need an accommodation in the recruitment process, please contact us at [email protected].

Skills Required

  • Significant experience leading B2B SaaS sales teams in commercial, SMB, or mid-market motions
  • Strong understanding of selling across AMER markets and regional nuance
  • 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; 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
  • Based in Boston and comfortable working in a hybrid environment (2-3 days in office per week)
  • Travel as needed for team connection, customer meetings, and planning moments
  • 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

ClickUp Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about ClickUp and has not been reviewed or approved by ClickUp.

  • Strong & Reliable Incentives Feedback suggests variable compensation is attractive for high performers in customer-facing roles, with healthy on-target-earnings ranges. This indicates incentives are structured to reward above-target performance.
  • Healthcare Strength Feedback suggests health coverage is robust, with comprehensive medical, dental, and vision options and low out-of-pocket costs reported by some. Wellness and mental health programs further bolster the offering.
  • Leave & Time Off Breadth Feedback suggests generous or flexible PTO and parental leave are core parts of the package, supported by remote-friendly practices. Additional elements like volunteer time off and paid holidays broaden the time-off mix.

ClickUp Insights

Am I A Good Fit?
beta
Get Personalized Job Insights.
Our AI-powered fit analysis compares your resume with a job listing so you know if your skills & experience align.

The Company
HQ: San Diego, CA
1,000 Employees
Year Founded: 2016

What We Do

ClickUp is the world’s only all-in-one productivity platform that flexes to the way people want to work. It replaces all individual workplace productivity tools with a single, unified platform that includes project management, document collaboration, whiteboards, spreadsheets, and AI. With our headquarters based in San Diego and a rapidly expanding global presence, we are shaping the future of work. Join our team at ClickUp, one of the fastest-growing SaaS companies worldwide, and help millions of users be more productive - saving them at least one day every week.

Why Work With Us

ClickUppers are highly passionate, energetic, and unique people that align in the mission of saving people time and making the world more productive. We're the newcomer, the underdog, but that's where we thrive. Let’s make the world more productive!

Gallery

Gallery

Similar Jobs

Zscaler Logo Zscaler

Manager, Technical Success Management

Cloud • Information Technology • Security • Software • Cybersecurity
Easy Apply
Remote or Hybrid
USA
8697 Employees
143K-205K Annually

Liberty Mutual Insurance Logo Liberty Mutual Insurance

Inside Sales Representative

Artificial Intelligence • Fintech • Insurance • Marketing Tech • Software • Analytics
Remote or Hybrid
10 Locations
40000 Employees
55K-75K Annually

Liberty Mutual Insurance Logo Liberty Mutual Insurance

Inside Sales Representative

Artificial Intelligence • Fintech • Insurance • Marketing Tech • Software • Analytics
Remote or Hybrid
9 Locations
40000 Employees
45K-85K Annually

Nexthink Logo Nexthink

Consultant

Artificial Intelligence • Big Data • Cloud • Information Technology • Machine Learning • Software
Remote or Hybrid
Boston, MA, USA
1200 Employees
180K-240K Annually

Similar Companies Hiring

Golden Pet Brands Thumbnail
Digital Media • eCommerce • Information Technology • Marketing Tech • Pet • Retail • Social Media
El Segundo, California
178 Employees
Kepler  Thumbnail
Fintech • Software
New York, New York
6 Employees
Onshore Thumbnail
Artificial Intelligence • Fintech • Software • Financial Services
New York, New York
60 Employees

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account