Sell Me This Podcast
Sell Me This Podcast
Podcast Description
Sell Me This Podcast is a deep dive into the intricate world of enterprise technology sales and procurement. Hosted by Keith Daser, each episode unravels the strategies, tactics, and human psychology behind how business-oriented technology solutions are bought and sold. Designed for corporate buyers, technology sales professionals, and business leaders, the podcast provides actionable insights to help maximize the value of tech investments. Expect engaging interviews with industry experts, real-world case studies, and practical advice. Tune in to demystify the tech sales process and gain invaluable tips for navigating your next big purchase.
Podcast Insights
Content Themes
The podcast focuses on themes such as enterprise technology sales, software development challenges, consultative selling techniques, cash flow management, and cybersecurity strategies. Episode examples include discussions on transitioning to consultative selling with Robbie Butchart and enhancing SaaS investments with Blaine Bertsch, providing listeners with actionable insights tailored for corporate buyers and technology sales professionals.

Ever wonder how a multi-million dollar tech deal actually gets done? Or why some “game-changing” startups vanish while others become the backbone of your business?
Sell Me This Podcast is our attempt to map the wilderness of the modern tech scene. We’re sitting down with the people who live in the gaps between the sales pitches and the reality. It’s an exploration of the Western Canadian tech ecosystem and beyond – featuring the dreamers, builders and connectors who are actually doing the work, brokering the deals, and occasionally breaking things.
On this episode of the Sell Me This Podcast, host Keith Daser talks with Nish Sampath, founder of Switch Advisory Group, about the growing role of fractional leadership in modern businesses.
Nish explains the difference between traditional consulting and fractional leadership, and why more companies are embedding experienced operators directly into their executive teams. Rather than advising from the outside, fractional leaders step inside the business to help hire talent, improve operations, and remove founder dependency.
The conversation explores why companies in the $2 million to $50 million range often hit an inflection point where operational leadership becomes critical. Nish also shares his perspective on the current AI wave, why businesses should focus on people and process before technology, and how AI should amplify strong systems rather than fix broken ones.
They also discuss Nish’s community initiative, The FOCKERS, a network for fractional leaders in Calgary that provides peer support, shared learning, and charitable impact.
This episode offers a practical look at how fractional leadership is helping companies scale, stabilize operations, and prepare for the next stage of growth.
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If you believe you deserve more from your technology partnerships – connect with the team at:
https://www.deliverdigital.ca/?utm_source=videodescription&utm_id=youtube
Sell Me This Podcast is brought to you by the team at Deliver Digital, a Calgary-based consulting organization that guides progressive companies through the selection, implementation, and governance of key technology partnerships. Their work is transforming the technology solution and software provider landscape by helping organizations reduce costs and duplication, enhance vendor alignment, and establish sustainable operating models that empower digital progress.
This episode of the Sell Me This Podcast was expertly edited, filmed, and produced by Laila Hobbs and Bretten Roissl of Social Launch Labs, who deliver top-tier storytelling and technical excellence. A special thanks to the entire team for their dedication to crafting compelling content that engages, connects, and inspires.
Find the team at Social Launch Labs at:
www.sociallaunchlabs.com
Sell Me This Podcast is brought to you by the team at Deliver Digital, a Calgary-based consulting organization that guides progressive companies through the selection, implementation, and governance of key technology partnerships. Their work is transforming the technology solution and software provider landscape by helping organizations reduce costs and duplication, enhance vendor alignment, and establish sustainable operating models that empower digital progress.
If you believe you deserve more from your technology partnerships – connect with the team at:
www.deliverdigital.ca
This episode of Sell Me This Podcast was expertly edited, filmed, and produced by Laila Hobbs and Bretten Roissl of Social Launch Labs, who deliver top-tier storytelling and technical excellence. A special thanks to the entire team for their dedication to crafting compelling content that engages, connects, and inspires.
Find the team at Social Launch Labs at:
www.sociallaunchlabs.com

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