This Week's Episode: In this episode of Software Sales Simplified, hosts Kevin Donville and Matt Long engage with Dustin Chamberlain, who shares his unique journey from being a practitioner in software solutions to a pre-sales leader. The conversation explores the essential skills required for success in pre-sales, the importance of collaboration between account executives and sales engineers, and the common pitfalls in recruiting for pre-sales roles. Dustin emphasizes the significance of emotional intelligence, adaptability, and the ability to build relationships in the sales process as critical to success. In this conversation, Dustin Chamberlain discusses the evolving landscape of enterprise software sales, emphasizing the importance of diverse interview panels, the critical role of pre-sales professionals, and the impact of AI on sales execution. He shares insights on building trust in sales relationships, the necessity of adaptability in sales roles, and offers advice for those considering a career in pre-sales. The discussion highlights the irreplaceable value of human interaction in the sales process, despite the growing influence of technology.

About Our Guest - Dustin Chamberlain:

Dustin Chamberlain is the Director of Solutions Consulting at Contentsquare, where he leads teams that help enterprise clients unlock value through digital experience analytics. With over a decade of experience in solution consulting, sales engineering, and technical enablement, Dustin has built a career around bridging product capabilities with customer outcomes. He's passionate about mentoring future pre-sales leaders, building scalable processes, and aligning cross-functional teams to win and retain enterprise customers.

How to Find out More About Dustin Chamberlain:

You can find Dustin profile on LinkedIn:

https://www.linkedin.com/in/dustinmchamberlain/

Chapters:

00:00 Introduction to Software Sales Simplified

01:59 Dustin Chamberlain's Journey from Practitioner to Pre-Sales

08:26 Skills for Success in Pre-Sales

12:09 Insights from the Practitioner Side

15:12 The Role of Pre-Sales in the Sales Cycle

17:38 Effective Collaboration Between AEs and SEs

20:07 Recruitment Mistakes in Pre-Sales

20:52 The Importance of Diverse Interview Panels

21:41 Navigating Changes in Enterprise Software Sales

24:20 Building Trust in Sales Relationships

26:45 The Evolving Role of Pre-Sales Professionals

29:38 Guiding Principles in Sales Management

31:52 Advice for Aspiring Pre-Sales Professionals

32:34 The Role of AI in Sales Execution

35:15 The Irreplaceable Value of Pre-Sales Professionals

40:44 Like, Follow, Subscribe and Comment!

About Software Sales Simplified:

Visit us at:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://www.strategicsalesoptimization.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Follow us on Linkedin:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://tinyurl.com/2tcx7mjx⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Send us your questions at ⁠- ⁠⁠[email protected]⁠⁠⁠

Get Your Copy of "Winning Faster"!

Order your own copy of, "Winning Faster: The MOVE Framework for Enterprise Software Sales" on our website or on Amazon.

Available Here:

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.strategicsalesoptimization.com/move-book⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Why Listen to Software Sales Simplified?

Make Software Sales Simplified: MOVE to Success, your go-to podcast for mastering enterprise software sales through authentic customer engagement and actionable consulting insights. Join us for each episode as we break down proven strategies and real-world experiences to help you build trust, close deals, and drive long-term success along your Enterprise Software Sales or Consulting journey.

Copyrighted Broadcast:

Thank you for tuning in to Software Sales Simplified: MOVE to Success. This podcast is produced by and is the sole property of Strategic Sales Optimization LLC, copyright 2025. Reproduction or use of this broadcast in whole or in part without express written permission from Strategic Sales Optimization LLC is strictly prohibited. All rights reserved.