Software Sales Simplified: MOVE to Success
Software Sales Simplified: MOVE to Success
Podcast Description
Our show discusses challenges Enterprise and Technical Sales teams encounter every day and creative ways to overcome them. Kevin and Matt have over 50 years experience selling Enterprise Software solutions, running sales teams, leading implementations, and driving consulting practices with some of the biggest companies in the world.
Kevin and Matt, authors of "Winning Faster: The MOVE Methodology", share their experiences with listeners and guests; exploring how technology is changing selling, consulting, and business.
Visit us at https://www.strategicsalesoptimization.com/
Podcast Insights
Content Themes
The show focuses on practical strategies for overcoming challenges in enterprise and technical sales, highlighting topics such as buyer behavior shifts, the role of technology in selling, and building trust with clients. Recent episodes include discussions on selling value in software and best practices for sales and marketing alignment.

Our show discusses challenges Enterprise and Technical Sales teams encounter every day and creative ways to overcome them. Kevin and Matt have over 50 years experience selling Enterprise Software solutions, running sales teams, leading implementations, and driving consulting practices with some of the biggest companies in the world.
Kevin and Matt, authors of “Winning Faster: The MOVE Methodology”, share their experiences with listeners and guests; exploring how technology is changing selling, consulting, and business.
Visit us at https://www.strategicsalesoptimization.com
This Week's Episode:
This episode explores the rise of fractional leadership, its benefits, challenges, and how organizations can leverage this model for growth. Featuring insights from Andrew Devlin, a seasoned fractional leader, the discussion covers strategic implementation, infrastructure, and the future of fractional roles.
About our Guest – Andrew Dev:
Andrew Devlin spent 25 years building some of the highest-performing sales organizations in North American technology — leading teams at Cisco, Splunk, Cloudflare, and TELUS that generated over $2 billion in revenue and developed more than 100 sales professionals to President's Club. Recognized as Cisco's Sales Leader of the Year and ranked in the top 1% of global sales leaders, Andrew has a track record of building the kind of sales infrastructure that doesn't just hit quota — it outlasts the people who built it.
Today, as President of ScaleTech CRO and a Sales Xceleration Certified Advisor (President's Circle), Andrew works as a Fractional VP of Sales for B2B companies between $10M and $100M — helping founders and CEOs transition from instinct-driven selling to scalable, repeatable revenue. His current clients span Canada, the US, and Australia, with one achieving 192% of quota following a sales infrastructure overhaul. He also teaches B2B Sales at Okanagan College in Kelowna, BC.
Andrew's core belief: companies don't fail to scale because they lack salespeople — they fail because they never built the foundation those salespeople need to succeed.
Where to Learn More About Andrew:
You can find Andrew's profile on LinkedIn: Andrew Devlin on LinkedIn
Andrew's Website: andrewdevlin.co
Chapters
00:00 Introduction to Software Sales Simplified
02:08 Understanding Fractional Leadership
03:53 Andrew Devlin's Journey and Insights
07:50 The Rise of Fractional Leadership
11:38 The Value of Fractional Executives
15:16 Implementing Fractional Leadership Effectively
18:59 Recognizing the Need for Fractional Leadership
22:50 Common Traps for Founders in Scaling
23:51 Building Infrastructure for Success
27:38 Understanding Customer Profiles and Market Dynamics
29:52 The Role of Fractional Leadership
34:35 Navigating Change and Trust in Organizations
43:22 Clarity and Scaling in Business
49:32 See You Next Episode
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]
”What is a Sales Engineer?” – Education Series on YouTube:
https://www.youtube.com/playlist?list=PLxuHbkRfIWtVj_Hg1GYBIg-o5M-icJLn0
Get Your Copy of ”Winning Faster”!
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 and 2026. 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.

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