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Sr Director, Sales and Services Enablement

Job in Fort Myers, Lee County, Florida, 33916, USA
Listing for: Gartner
Full Time position
Listed on 2026-03-01
Job specializations:
  • Sales
    Business Development, Sales Marketing, Sales Development Rep/SDR
  • Business
    Business Development, Sales Marketing
Job Description & How to Apply Below

About the role:

The Sr. Director of Sales and Services Enablement will play a critical role in advancing Gartner's commercial success by equipping sales and services teams to confidently engage senior executives with clear, compelling, and insight led conversations. Reporting to the Group Vice President of Sales and Services Enablement, this is a strategic and hands-on role responsible for shaping how Gartner's value is articulated in the field-through messaging and enablement content and tools that directly support revenue growth.

This leader will partner closely with Sales and Services, Product, Marketing, and Research to translate Gartner's insights into practical, prospect and client ready narratives and tools that help Sales and Services influence Csuite decision makers and win and retain complex enterprise deals.

What you will do:

  • Own the development of prospect and client-facing sales and services messaging to help clearly articulate Gartner's value to senior executive audiences

  • Translate Gartner research and product insights into actionable sales and services narratives, calls to action, and probing questions used in live prospect and client conversations

  • Build and scale presentations and enablement tools that support enterprise sales and services motions and strategic priorities

  • Partner with Sales and Services leadership to identify enablement needs tied to commercial performance and pipeline outcomes

  • Collaborate with Product, Research, and Marketing teams to ensure messaging is aligned to Gartner's gotomarket strategy

  • Lead enablement sessions to drive adoption and consistent use of core messaging

  • Gather feedback from the field to continuously refine sales and services content and improve seller effectiveness

  • Define, track, and report enablement KPIs such as content adoption, engagement, and impact on commercial outcomes

  • Drive enablement initiatives endtoend with strong ownership of priorities, timelines, quality, and measurable results

What you will need:

  • Exceptional executive communication skills, with the ability to influence how sellers engage Csuite buyers

  • Demonstrated expertise in simplifying complex ideas into clear, persuasive sales language

  • A strong point of view on sales storytelling, grounded in data, market insights, and customer context

  • Proven ability to operate as a strategic partner to Sales/Services, Product, Marketing, and Research teams

  • Strong project management skills with a focus on outcomes, not activity

  • Comfort using data and feedback to continuously improve sales effectiveness

  • 10+ years of experience in sales enablement, sales, product marketing, or a related commercial role

  • 2+ years of experience creating high impact sales content and supporting enablement at scale

  • Prior experience as a sales professional strongly preferred, especially selling to senior executive audiences

  • Experience working within enterprise B2B sales organizations and complex sales environments

  • Track record of leading cross functional initiatives with measurable business impact

  • 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

#GSSO

#LI-KP2

#LI-Hybrid

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 -…

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