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Regional Director, Commercial Sales

Clickup

San Diego, CA, United States permanent

Posted: February 20, 2026

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Quick Summary

Regional Director, Commercial Sales, San Diego, CA, United States

Job Description

At ClickUp, we’re not just building software. We’re architecting the future of work! In a world overwhelmed by work sprawl, we saw a better way. That’s why we created the first truly converged AI workspace, unifying tasks, docs, chat, calendar, and enterprise search, all supercharged by context-driven AI, empowering millions of teams to break free from silos, reclaim their time, and unlock new levels of productivity. At ClickUp, you’ll have the opportunity to learn, use, and pioneer AI in ways that shape not only our product, but the future of work itself. Join us and be part of a bold, innovative team that’s redefining what’s possible! 🚀

We’re in search of a Sales Leader who will be responsible for the day-to-day oversight of sales processes and performance for our sales team in the AMER region. While you'll work directly with sales leadership as a problem solver and will work hands-on to evolve a sales system based around product and demos into something rock solid that scales. You will be expected to analyze sales metrics, identify areas for improvement, and implement strategies to drive sales growth and efficiency. Your role will also involve ensuring that the sales team adheres to company policies and procedures, and you will be responsible for maintaining high levels of customer satisfaction and retention.

You shouldn’t be afraid of jumping in sales reps’ demos and asserting yourself. We’re looking for a player-coach who remembers the hustle. As a Sales Manager, you will help make sales hires, set goals, and motivate and develop sales reps. Additionally, you will work closely with senior leaders across Growth, Marketing, Operations, and Product. At ClickUp, our teams are tightly connected, and if you need something developed in order to win a meaningful account, we can and will allocate resources to get it released within two weeks.

We are not interested in aggressive or annoying sales tactics. Our secret sauce is helping people see the value of the solution we provide and stepping in to assist product-led growth.

The Role:

• Manage a pod of at least 5 Account Executives and serve as a player-coach on calls to train new reps, help established reps constantly improve, and motivate all charges to go above and beyond for customers.

• Help to scale the sales strategy for the AMER region.

• Construct a fun, high-energy environment where reps love coming to work and feel as if they’re being developed towards their fullest potential.

• Prioritize customer experience over making the sale, lead by example yourself as a manager, and monitor adherence to sales policies and practices across your reports.

• Conduct regular performance reviews and provide constructive feedback to team members.

• Develop and implement training programs to enhance the skills and knowledge of the sales team.

• Collaborate with the marketing team to develop lead generation strategies and campaigns.

• Analyze sales data and metrics to identify trends, opportunities, and areas for improvement.

• Prepare and present sales reports to senior management.

• Stay up-to-date with industry trends and best practices to ensure the sales team remains competitive.

Qualifications:

• 7+ years of full-cycle sales experience in SaaS and 2+ years of sales management experience.

• Very strong understanding of selling into SMB and Commercial segments (25-1000 FTE company size)

• A sustained need to win and the ability to motivate a team of high-performing reps.

• Excellent communication and interpersonal skills.

• Strong analytical and problem-solving abilities.

• Proficiency in using CRM software and other sales tools.

• Ability to work in a fast-paced, dynamic environment.

• Bachelor's degree in Business, Marketing, or a related field is preferred.

• Willingness to travel as needed to meet with clients and attend industry events.

• MUST BE LOCATED IN SAN DIEGO AND WILLING TO COME INTO CLICKUP HQ 2 DAYS A WEEK

#LI-JMS

#LI-HYBRID

Unsure if you meet all the qualifications of this job description but are deeply excited about the role? We hire based on ambition, grit, and a passion for improving the way people work. If you think ClickUp is the company for you, we encourage you to apply!

At ClickUp, we assess every candidate based on the potential impact they can have. We hire the best people for the job and support each person’s journey to build their boldest career.

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.

• If you are a European Job Applicant, see our privacy policy for further details.

• If you are a Philippine Job Applicant, see our privacy policy and 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].

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