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Mid- Market Expansion

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Remote from
UK
Salary
GBP 110k–130k / yr
Department
Sales
Employment
Full Time
Experience
Senior
Published
Apply before
23 Nov 2026
Listing views
16
Application actions
0
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AI Summary

The role, at a glance.

ClickUp is hiring a mid-market expansion sales professional to grow revenue from existing UK customers. The role focuses on renewals, upsell and cross-sell discovery, consultative value selling, pipeline development, and accurate forecasting. The successful candidate will lead virtual and on-site customer workshops while partnering with Customer Success, Solutions Engineering, and Revenue Operations. This is a quota-carrying B2B SaaS sales position supporting customers across EMEA business hours. Strong AI fluency, CRM discipline, stakeholder management, and a customer-first approach are expected.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

4/5
EasyHard

Pace & Pressure

4/5
RelaxedFast-paced

Autonomy Level

4/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThe position combines revenue ownership with complex multi-stakeholder expansion cycles, renewal timing, and forecast accountability. Success requires strong commercial judgment and the ability to translate product workflows into measurable business value.

Salary analysis

Estimated compensation compared with the broader UK market for similar roles.

Estimated job median (per year)Above market
£120,000
UK market range (per year)£80k–£115k
AI insightThe employer discloses an annual salary range of £110,000–£130,000, with a midpoint of £120,000. This sits above an estimated UK annual market range of £80,000–£115,000 for comparable mid-market SaaS expansion sales roles, potentially reflecting quota ownership and the strategic scope of the position.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How have you identified and converted an expansion opportunity within an existing SaaS customer account?

I begin with account and usage data, renewal timing, stakeholder interviews, and strategic initiatives to identify unmet needs. I then quantify the business impact, align the opportunity to a compelling event, build a mutual action plan, and maintain clear next steps through close.

How do you maintain accurate forecasts for a portfolio of renewal and expansion opportunities?

I use defined qualification criteria, validate customer commitments and decision processes, and document risks, next steps, and close dates in the CRM. I review pipeline regularly and adjust forecast categories promptly when evidence changes.

Describe how you would lead a workshop that encourages wider ClickUp adoption.

I would first clarify the audience’s workflows, pain points, and desired outcomes. During the workshop, I would demonstrate relevant use cases, facilitate practical discussion, identify adoption blockers, and agree on owners and measurable follow-up actions.

How do you handle a customer that is satisfied with its current deployment but reluctant to expand spend?

I would avoid leading with additional licences or features and instead explore business priorities, operational friction, and changes in team goals. By connecting an expanded workflow to a specific measurable outcome, I can create a customer-led case for investment.

What role does AI play in your sales process?

I use AI responsibly to prepare account research, summarise discovery notes, identify themes across customer interactions, and improve follow-up quality. I validate outputs against customer facts and use the time saved to focus on strategic conversations and relationship building.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
Opportunity details

About this role.

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. 🚀

ClickUp is on a mission to make the world more productive. We are building the everything app for work so teams can plan, collaborate, and execute in one place. Within Commercial Sales – Expansion, you will help existing mid-market customers get more value from ClickUp, expand adoption across their organizations, and connect new workflows to business priorities. This role exists to turn customer needs and growth opportunities into durable expansion while helping customers work in a more connected way.

Mission

Grow ClickUp’s customer portfolio by expanding spend with existing customers, uncovering core business drivers, and connecting customer goals to measurable value.

The Role:

  • Build product and platform fluency so you can clearly explain ClickUp’s services, use cases, and value proposition to customers.

  • Manage the customer renewal schedule with at least six months of visibility, using renewal timing and customer priorities to identify and develop expansion opportunities.

  • Run on-site and virtual workshops that strengthen customer capability, empower users, uncover workflow needs, and support broader adoption.

  • Lead consultative customer conversations that connect ClickUp workflows to business outcomes and build support across relevant stakeholders.

  • Develop and maintain 2-3x qualified expansion pipeline coverage, prioritizing opportunities around compelling events and customer-led business initiatives.

  • Maintain a clear, evidence-based forecast with documented opportunity context, risks, next steps, and customer commitments.

  • Partner with Customer Success / Renewals, Solutions Engineering, and Revenue Operations to coordinate account plans, customer workshops, and expansion opportunities.

  • Share customer and market insight that can improve account planning, adoption, and the broader expansion motion.

Qualifications:

  • Experience in quota-carrying B2B SaaS sales, with clear ownership of expansion, upsell, or cross-sell outcomes.

  • A record of meeting or exceeding sales targets and explaining the pipeline and deal actions that drove results.

  • Strong discovery, consultative selling, value framing, and customer presentation skills.

  • Experience managing customer relationships and multi-stakeholder opportunities through a defined sales process.

  • Strong renewal, pipeline, CRM, and forecast discipline, with reliable follow-through.

  • A customer-first approach, bias for action, self-awareness, and willingness to learn from coaching and feedback.

  • Clear written and verbal communication skills, including the ability to lead virtual and on-site customer workshops.

Desirable:

  • Experience selling workflow, productivity, collaboration, project management, CRM, or other horizontal SaaS products.

  • Experience growing adoption across multiple teams or business units within mid-market customers.

  • Familiarity with structured qualification, account planning, or value-selling methods.

  • Experience supporting customers across the UK or broader EMEA market.

Location & Working Expectations:

  • This opening is approved for the United Kingdom and supports customers across EMEA.

  • Candidates should be able to work with customers and partners during relevant EMEA business hours.

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 support@clickup.com.

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 AskPeople@ClickUp.com.

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This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

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