GTM Enablement Specialist

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. 🦄

We are seeking a dynamic and results-driven GTM Enablement Specialist with a specialized focus on cold calling and outbound sales to join our growing team. This individual will be responsible for developing, implementing, and delivering training and resources that empower our sales team to excel in cold calling and outbound prospecting. Your work will be central to improving our outreach strategy, increasing conversion rates, and driving overall sales performance through effective, confidence-building techniques in cold calling.

As a key member of the Sales Enablement team, you will play a pivotal role in ensuring our salespeople are equipped with the knowledge, skills, and tools they need to succeed.

Key Responsibilities:

Cold Calling Training & Coaching:

• Develop and deliver comprehensive cold calling and outbound prospecting training programs, including scripts, objection handling, best practices, and role-playing scenarios.
• Provide ongoing coaching and support to sales representatives to refine their cold calling and outbound prospecting techniques and improve performance.
• Create a standardized process for cold calling and outbound prospecting that incorporates modern strategies.

Content Creation & Resource Development:

• Design and produce cold calling and outbound prospecting resources such as call scripts, email templates, objection handling guides, and sales playbooks.
• Curate and update a library of best practices, videos, case studies, and other materials that can be leveraged by the sales team during cold calling and outbound prospecting.

Sales Enablement Tools & Technology:

• Collaborate with the sales to ensure cold calling and outbound prospecting tools are fully optimized to support outreach efforts.
• Provide training on the effective use of cold calling and outbound prospecting technologies, such as dialers, outreach software, and lead generation platforms.

Performance Tracking & Reporting:

• Monitor and measure the success of cold calling and outbound prospecting campaigns, using data to identify areas for improvement and adjust strategies as needed.
• Work closely with sales leadership to track key performance indicators (KPIs) related to cold calling and outbound prospecting, such as connection rates, conversion rates, and pipeline growth.

Best Practice Sharing & Continuous Improvement:

• Foster a culture of learning by organizing regular cold calling and outbound prospecting workshops, peer-to-peer learning sessions, and feedback loops.
• Stay current on cold calling and outbound prospecting trends, tools, and techniques, and incorporate new methods into training content.

Preferred Qualifications:

Experience:

• 3+ years of experience in sales, sales enablement, or a related role with a proven track record in cold calling and outbound sales.
• Experience in B2B outbound sales, preferably in a SaaS or technology-driven environment, is highly desirable.
• Certification in sales methodologies (e.g., Challenger Sale, SPIN Selling, Sandler Training) is a plus.

Skills & Expertise:

• Strong knowledge of cold calling and outbound prospecting techniques, objection handling, and sales scripting.
• Excellent communication and presentation skills, with the ability to coach and engage sales reps of varying experience levels.
• Analytical mindset with the ability to interpret data, generate insights, and make data-driven decisions to improve performance.

Tools:

• Familiarity with cold calling and outbound prospecting tools (e.g., Outreach, Dialers, Pocus, Apollo, Gong).

Training & Development:

• Experience designing and delivering sales training programs, particularly focused on cold calling, prospecting, and outreach.

Results-Oriented:

• Proven ability to drive improvements in sales team performance, with a focus on cold calling and lead generation.

High preference for candidates based in Pacific Time, Mountain Time, or Central Time.

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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!

ClickUp was founded on a culture of hard work, consistent growth, and a desire to break norms. We’re a values-driven company and hire based on ambition, merit, and a willingness to do what it takes to succeed. We don’t care where you’re from, what you look like, or who you’re in a relationship with—we hire the best people for the job, and create an environment that supports employees on their journey to do the most exciting work of their lives! 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.

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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.