All 2025 Conference Sessions

Gartner CSO & Sales Leader Conference 2025 dove deep into key topics around navigating AI’s Impact on sales enablement and more.

Session Take-Aways

Gartner CSO & Sales Leaders Conference 2025 dove deep into key topics for sales leaders around sales strategy and planning, pipeline management, customer acquisition, account management and more to help you address your organization’s mission-critical challenges.

Navigating AI’s Impact of Sales Enablement Competency Model

Presented by Bill Yetman, Senior Director Analyst, Gartner

Key take-aways

  • “Sales enablement can become future-fit for AI’s impact by addressing the legacy competencies and skills which are prevalent in much of sales learning and development.”

  • “Sales leaders must move away from manual content development to content prompting, while preparing for systems that will deliver dynamic content, and pivot from point-in-time delivery — which is optimized for enablement — to point of need delivery — which is optimized for the learner.”

  • “Using legacy learning models, disconnected systems, and one-size-fits-all training modules will not give revenue teams a competitive advantage.”

  • “Sales enablement needs to evolve from simply training people … to understanding the importance of training the systems — that train the people. Soon, each learning experience will be personalized through agentic systems.”

  • “As sales enablement evolves beyond traditional training paradigms, the integration of the sales tech stack with AI becomes crucial. System programming emerges as a pivotal skill, empowering enablement teams to deliver data-driven, point-of-need training via AI and integrated tech systems, shifting focus from traditional training to system-driven learning experiences.”

The CSO 2025 Leadership Vision: It's Way More Than Just Sales

Presented by Robert Blaisdell, VP Analyst, Chief of Research, Gartner

Key take-aways

  • “Sales and marketing leaders need to collaborate to achieve results, despite any challenges this may present.” 

  • “Most buyers engage across both traditional and digital channels, with nearly 75% of buyers engaging directly with traditional rep-led channels and approximately 28% of buyers utilize digital commerce platforms.”

  • “When the teams work together on key commercial activities, they are 2.3x more likely to see strong commercial growth.”

  • “In addition to CSOs’ leadership, execution, change management and planning skills, they have to address the latest factors that are driving the need for a shift in upskilling themselves and their team, which include: 

    • Rising complexity of markets

    • Increased need for enterprise alignment

    • Amplified buying and selling dynamics

    • AI’s rapid increased impact”

  • “CSOs have three priorities for 2025, which include leading a unified commercial strategy, creating an adaptable sales organization and radically simplifying seller roles.” 

The New CSO’s Toolkit: Leveraging Gartner’s New To Role Insights for First-Year Success

Presented by Brendan Condon, Senior Director Analyst, Gartner

Key take-aways

  • “Based on thousands of CSO transitions occurring across all industries, we've built out four areas of focus in the Executive FastStart framework:
    • Establish priorities quickly: Why have you been hired? What is the current state of sales?
    • Understand your environment and role: What’s the reality of this role you now find yourself in?
    • Build relationships and personal brand: You’re in an ecosystem of stakeholders and must evaluate how others perceive you in this new environment, and how you influence those around you.
    • Deliver on first-year priorities and beyond: How do you really deliver and stay focused on the job you’ve been hired to do and successfully make an impact?” 
  • “According to our CSO Priorities survey, new customer acquisition, account management and growth, and optimization of the go-to-market strategy are top priorities for CSOs."

  • “Your brand as a leader will be defined, with or without you. Own your brand by being intentional about your leadership narrative in your new role.”

  • “The average time for a transitioning leader to achieve success is more than seven months, which is why this framework focuses on the whole year, not just 90 or 100 days.”

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Look back at 2025 conference sessions
There are many sessions happening each day at Gartner CSO & Sales Leader Conference 2025. While we work to develop this year’s agenda, filter to see sessions that align with your role and interests.

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Tuesday, May 20, 2025

11:00 AM - 11:45 AM PDT

Roundtable: Advanced Strategies for Customer-Focused Segmentation

Danielle McKinley, Sr Director, Advisory, Gartner
This session will discuss how to update customer-focus efforts by revisiting segmentation approaches across diverse routes to market. Join this session to learn more. Show Less

12:30 PM - 01:15 PM PDT

Roundtable: Pipeline Generation: Tips, Tricks and Best Practices

Elizabeth Jones, Sr Director Analyst, Gartner
Join this roundtable discussion to hear how your fellow sales leaders are tackling the critical challenge of improving pipeline. Collaborate with your peers to share and learn best practices for optimizing your pipeline strategies. ... Show More Show Less

02:30 PM - 03:15 PM PDT

CSO Circle Roundtable: Tech-Savvy Sales Leadership: Simplifying the Complex

Melissa Hilbert, VP Analyst, Gartner
The fast-changing tech landscape can be daunting. CSOs can simplify the complexity and drive performance by embracing tech including AI-enabled tools. You will share your experiences and strategies, and we will explore the practical ways you use to get comfortable with technology and take advantage of it for your organization. ... Show More Show Less

04:00 PM - 04:45 PM PDT

Roundtable: Harnessing Generative AI for Next-Level Sales and Revenue Enablement (Multi-group)

Doug Bushée, VP Analyst, Gartner
Join fellow sales and revenue enablement leaders in an interactive roundtable to explore the transformative potential of generative AI. This session will explore real-world applications, share best practices, and discuss the challenges and opportunities AI presents. Collaborate with peers to uncover actionable strategies for integrating AI into your enablement practices. ... Show More Show Less
Wednesday, May 21, 2025

10:30 AM - 11:15 AM PDT

Roundtable: Best Practices and Lessons Learned From AI Experimentation (Multi-group)

Steve Rietberg, VP Analyst, Gartner
Aditya Vasudevan, Director Analyst, Gartner
Sales leaders who are experimenting with vendor-provided and home-grown AI applications have gained valuable insights on which use cases are best candidates for augmenting or automating sales activities. This session is designed exclusively for attendees who have implemented emerging AI use cases (agents, virtual sellers, etc.,) in their sales force to discuss their lessons learned. ... Show More Show Less

12:00 PM - 12:45 PM PDT

Roundtable: Successful Onboarding Strategies to Empower New Sellers

Danielle McKinley, Sr Director, Advisory, Gartner
The best onboarding programs are designed to bring sellers up to speed quickly and effectively. Learn what other Gartner clients are doing to ensure a smooth and productive ramp for their new hires. The conversation will cover technology, metrics, milestones, learning best practices, mentoring and more. ... Show More Show Less

02:00 PM - 02:45 PM PDT

CSO Circle Roundtable: Influencing the C-Suite

Brendan Condon, Sr Director Analyst, Gartner
CSOs often are challenged with how to best manage their boss — this Roundtable will be the perfect forum for you to share and learn best practices on delivering good and bad news to your CEO, BoD and the C-suite. ... Show More Show Less

02:00 PM - 02:45 PM PDT

Roundtable: The Best Strategies to Recruit and Retain Top Sellers

Shayne Jackson, VP Analyst, Gartner
Your top sales talent is your greatest asset, and your greatest vulnerability. Share and learn strategies sales leaders use to recruit solid sellers and keep their best performers to grow a strong and successful team. Don’t let your competition swipe your top performers — make your sales talent your ultimate competitive advantage. ... Show More Show Less

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“Everything about Gartner CSO & Sales Leader Conference was done to perfection. The content was relevant and broken into chunks that were manageable [and easy] to comprehend. I’ll be back!”

Renee Beste
Sales Excellence Director, Black & Veatch

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