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Sr Director Analyst, Sales Strategy & AI; Remote

Remote / Online - Candidates ideally in
Wisconsin, USA
Listing for: Gartner
Remote/Work from Home position
Listed on 2025-12-30
Job specializations:
  • IT/Tech
Job Description & How to Apply Below
Position: Sr Director Analyst, Sales Strategy & AI (Remote US)

About the role:

Gartner Analysts are industry thought leaders who create must-have research, market predictions and best practices for a broad range of world-leading organizations. As a Senior Director in the Tech CEO Research Practice, you will serve as a trusted advisor to small and midsize technology providers, helping them navigate the evolving landscape of sales transformation and AI Adoption. You will establish yourself as a credible voice for technology business leaders, leveraging your expertise to deliver actionable insights that drive sales effectiveness, accelerate growth, and enable competitive advantage.

Through innovative research, direct client interactions, and thought leadership, you will empower Tech CEOs and executive teams to transform their sales strategies for the AI-driven future.

Who you are:
  • Developed an AI strategy or made key decisions for a sales organization
  • Experience in evaluating and selecting AI-driven technology
  • Demonstrated ability to determine the best AI use cases to support sales strategy
What you’ll do:
  • Create innovative, thought-provoking, and highly leveraged "must-have research" content focused on sales transformation and the application of AI in sales for small and midsize technology providers.
  • Develop new research and ideas through thought leadership and offer compelling, actionable approaches to client needs and requests that accelerate their ability to act.
  • Analyze and predict trends in sales technology, AI adoption, and go-to-market strategies, providing clients with practical, data-driven recommendations.
  • Engage directly with small and midsize technology provider Tech CEOs and executive teams through virtual or face-to-face interactions, delivering high-value advice and facilitating strategic discussions on sales effectiveness and transformation.
  • Deliver impactful presentations at Gartner events, industry conferences, and client briefings, establishing Gartner’s reputation as a leader in sales transformation and sales AI.
  • Support research and sales by serving as the voice of the market, collaborating with research teams to create relevant content and driving client engagement on critical priorities.
  • Peer review research content to ensure quality and relevance for the Tech CEO audience.
  • Build credibility as an industry expert, representing Gartner research, methodology, and strategy in the context of sales transformation and AI.
  • Mentor and coach junior team members, fostering a collaborative and innovative research community.
  • Identify and implement research process improvements to enhance service delivery for small and midsize technology providers.
  • Be client-centric, proactively engaging with clients to help them leverage Gartner research and insights for tangible business outcomes.
What you’ll need:
  • Bachelor’s degree or equivalent experience;
    Graduate degree preferred.
  • 12+ years of relevant experience in sales transformation, sales operations, or sales technology, ideally within or serving small and midsize technology providers.
  • Deep understanding of sales AI tools, trends, and best practices, with the ability to translate technical concepts into actionable business strategies.
  • Demonstrated executive presence and credibility with technology CEOs and senior leaders.
  • Strong organizational skills and ability to deliver high-quality work under tight deadlines.
  • Excellence in research, writing, and presentation skills; able to engage and influence C-level audiences.
  • Proficiency in analyzing and synthesizing data, applying frameworks, and defending recommendations to client challenges.
  • Strong communicator who can explain complex sales and AI concepts concisely and simply.
  • Subject matter expert comfortable presenting at large and small-scale speaking engagements.
  • Strong business and financial acumen, with a focus on sales and go-to-market strategies.
  • Deep knowledge of the competitive landscape for small and midsize technology providers.
  • Ability to work independently and collaboratively in a multicultural, global team.
  • Learning agile and adept at navigating highly matrixed environments.
  • Willingness and ability to travel up to 25% (where applicable).
Who are we?

At Gartner, Inc.…

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