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Sr Director, Sales Enablement

Job in Fort Myers, Lee County, Florida, 33916, USA
Listing for: Gartner
Full Time position
Listed on 2026-01-24
Job specializations:
  • Business
    Business Development
  • Sales
    Business Development
Job Description & How to Apply Below

About the role

The Sr. Director of Sales Enablement will operationalize Gartner's sales enablement strategy by creating and delivering programs that help sales reps engage senior executives with confidence and clarity. Reporting to the Vice President of Sales Enablement, this hands‑on leader will craft client‑facing messaging, build sales trainings, and work closely with product, research, and sales teams to ensure enablement content aligns with Gartner's unique value proposition and business objectives.

What

you will do
  • Develop enablement content and tools including presentations, calls to action, and probing questions
  • Translate research and product insights into clear, actionable messaging for C‑level client conversations
  • Design and deliver engaging training experiences, including live workshops, webinars, and on‑demand modules
  • Collaborate with internal stakeholders (Sales, Product, Marketing, Research) to align content with go‑to‑market strategy
  • Facilitate enablement sessions to model effective delivery and drive adoption of key messaging
  • Gather rep feedback to continuously improve content and training programs
  • Track and report enablement KPIs (e.g., attendance, content usage, commercial outcomes)
  • Manage enablement initiatives with strong ownership of timelines, quality, and outcomes
What you will need
  • Excellent presentation and facilitation skills with a strong executive communication style
  • Establishing best practices for simplifying and synthesizing complex content into clear, persuasive sales language, ensuring consistency and excellence across all enablement materials
  • Drive innovation in sales storytelling, leveraging data, market insights, and customer feedback to continuously refine and elevate the clarity and persuasiveness of sales content
  • Strong project management and organizational capabilities with attention to detail
  • Effective collaborator across functions and regions in a matrixed organization
  • Comfortable using data to inform decisions and improve program effectiveness
  • 10+ years in sales enablement, sales, product marketing, or field training
  • 2+ years of demonstrated experience creating high‑impact sales enablement content and delivering training at scale
  • Prior experience as a sales professional preferred, especially engaging C‑suite buyers
  • Experience working with or within enterprise B2B sales organizations
  • Proven track record of managing cross‑functional projects with measurable outcomes
  • Bachelor's degree required
What you will get
  • Competitive salary, generous paid time off policy, charity match program, Medical, Dental & Vision Plans, Parental Leave, Employee Assistance Program (EAP), 401K matching and more!
  • Collaborative, team‑oriented culture that embraces diversity
  • Professional development and unlimited growth opportunities
Who are we?

At Gartner, Inc. (NYSE:

IT), we guide the leaders who shape the world. Our mission relies on expert analysis and bold ideas to deliver actionable, objective business and technology insights, helping enterprise leaders and their teams succeed with their mission‑critical priorities.

Since our founding in 1979, we've grown to 21,000 associates globally who support ~14,000 client enterprises in ~90 countries and territories. We do important, interesting and substantive work that matters. That's why we hire associates with the intellectual curiosity, energy and drive to want to make a difference. The bar is unapologetically high. So is the impact you can have here.

What

makes Gartner a great place to work?

Our vast, virtually untapped market potential offers limitless opportunities – opportunities that may not even exist right now – for you to grow professionally and flourish personally. How far you go is driven by your passion and performance.

We hire remarkable people who collaborate and win as a team. Together, our singular, unifying goal is to deliver results for our clients.

Our teams are inclusive and composed of individuals from different geographies, cultures, religions, ethnicities, races, genders, sexual orientations, abilities and generations.

We invest in great leaders who bring out the best in you and the company, enabling us to multiply our impact and results.…

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