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.
Sell Me This Podcast is a technology business podcast hosted by Keith Daser, founder of Deliver Digital, a technology consulting firm based out of Calgary, Alberta.
Each episode features honest, unfiltered conversations with the founders, operators, consultants, and executives navigating the real world of enterprise technology. Topics include managed services, MSPs, ServiceNow, AI adoption, cybersecurity, digital transformation, startup growth, and fractional leadership.
This is not a show about sales pitches. It is about what actually happens after them: the deals, the decisions, the failures, and the frameworks that build technology businesses that last.
Built for IT leaders, technology buyers, business owners, and anyone navigating the intersection of business and technology. Sell Me This Podcast cuts through the vendor noise to surface the conversations that actually matter. If you are evaluating technology partnerships, scaling a managed services business, adopting AI, or trying to make better decisions about enterprise software, this show was made for you.
New episodes every two weeks. Available on Spotify, Apple Podcasts, Amazon Music, and YouTube.
Hosted by Keith Daser | Produced by Deliver Digital
AI-generated content is flooding LinkedIn feeds and company blogs, and most readers can spot it within seconds, which is why earned media and authentic storytelling are becoming the strongest signals a brand can send to people and to large language models. With 94 percent of B2B buyers now using an LLM somewhere in their research process, how and where a company gets mentioned matters more than how much content it publishes.
In the Season 2 finale of the Sell Me This Podcast, Keith Daser sits down with Chris Hogg, who leads Digital Journal, a Canadian technology publication that has covered tech leaders for 25 years and recently opened a Calgary bureau.
Listeners learn why shadow AI and personal AI tools are showing up inside companies without a formal policy, how AI adoption differs across Alberta, Ontario, Quebec, and British Columbia, and why earned media citations often carry more weight than branded content when it comes to AI visibility. The conversation also covers what makes storytelling a durable competitive advantage in a world of AI slop, and why authentic conversations are still what bring audiences back.
Topics covered:
AI slop and its impact on B2B content marketing, earned media versus branded content for AI visibility, Shadow AI adoption inside Canadian companies, Regional AI strategy differences across Alberta, Ontario, Quebec, and BC, AI governance and guardrails for enterprise teams, The role of storytelling in technology leadership
Find Chris Hogg on LinkedIn: https://www.linkedin.com/in/chogg/
Learn more about Digital Journal: digitaljournal.com
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If you believe you deserve more from your technology partnerships, connect with Deliver Digital:
https://www.deliverdigital.ca/?utm_source=videodescription&utm_id=youtube
Sell Me This Podcast features honest conversations with the founders, operators,
and executives navigating enterprise technology, managed services, AI adoption,
cybersecurity, digital transformation, and startup growth. Hosted by Keith Daser
of Deliver Digital, a technology consulting firm based out of Calgary, Alberta.
New episodes every two weeks on Spotify, Apple Podcasts, Amazon Music, and YouTube.
Produced and edited by Zach Payne:
https://www.linkedin.com/in/zach-payne-/
#SellMeThisPodcast #DeliverDigital #CalgaryTech #AlbertaTech #CanadaTech #MSP #ManagedServices #EnterpriseIT #AIStrategy #DigitalTransformation #TechPodcast #ITLeadership #TechConsulting #B2BTech #EnterpriseSoftware #Calgarybusiness #YYC #yycbusiness
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
Disclaimer
This podcast’s information is provided for general reference and was obtained from publicly accessible sources. The Podcast Collaborative neither produces nor verifies the content, accuracy, or suitability of this podcast. Views and opinions belong solely to the podcast creators and guests.
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