VP of Field Sales

Jobtailor; Dublin; On-site; EUR 140,000 - 200,000; Full time

Job summary

Jobtailor in Dublin seeks a senior sales leader to scale ClickUp's PLG-to-enterprise model across EMEA. You will own multi-motion sales, align product-led growth with strategic deals, and represent the company to customers and partners.

You will design mature account strategies, build a high-impact team, and drive execution speed with direct communication. This role requires executive deal experience and a track record of regional leadership in SaaS.

Qualifications

• Experience scaling a B2B SaaS region or BU.
• Managed multi-motion sales within a single organization.
• Built full-cycle seller organizations of 50+ sales reps with codified playbooks and coaching.
• Direct experience in PLG-to-enterprise environments where sales-led and product-led motions coexist.
• Integrated AI into sales operating rhythms with measurable impact.

Responsibilities

• Capitalize on ClickUp's PLG flywheel to convert product-led adoption into sales-led revenue at scale.
• Deploy land-and-expand across accounts with platform, solution, expansion, transactional, and renewal motions.
• Design account maturity models to ensure top accounts stay with top people.
• Engage in executive-level strategic deals shaping the region's trajectory.
• Represent ClickUp as the face of the company in EMEA to customers, partners, and internal teams.
• Foster a culture of ownership, rapid execution, and direct communication.

Job description

Responsibilities

• Capitalise on ClickUp's PLG flywheel to convert product-led adoption into sales-led revenue at scale
• Deploy land-and-expand across accounts: platform, solution, expansion, transactional, and renewal motions running concurrently
• Design account maturity models that ensure the best accounts are always with the best people
• Be directly involved in strategic deals at the executive level and stay in the deals that shape the region's trajectory
• Serve as the most senior ClickUp leader in EMEA: the face of the company for customers, partners, and the internal team
• Build a team culture rooted in ownership, execution speed, and direct communication, one that people want to join and fight to stay on

Requirements

• Scaled a B2B SaaS region or business unit from early/mid-stage through inflection, building the system while delivering the numbers
• Operated multi-motion models simultaneously within the same org
• Built full-cycle seller organizations of 50+ across multiple segments and countries with codified playbooks, structured deal inspection, and coaching systems that outlast any individual manager
• Direct experience in PLG-to-enterprise environments where sales-led and product-led motions coexist
• Built AI into sales operating rhythms (prospecting, deal inspection, forecasting, coaching) with measurable impact on speed or outcomes
• Executive deal credibility: personally led complex enterprise deals at the C-suite level while simultaneously building org infrastructure

Core Competencies

Demonstrates expertise in scaling B2B SaaS businesses through strategic leadership, effective team building, and the integration of AI into sales processes. Proven ability to manage multi-motion sales models and drive product-led growth into enterprise environments.