Sell Me This Podcast

On this episode of the Sell Me This Podcast, host Keith Daser talks with Dr. Stella Lee. The conversation explores how organizations can build real AI literacy, why policy matters more than ever, and what it takes to prepare people for a future shaped by intelligent technology.

Dr. Lee breaks down the difference between understanding AI in theory and using it responsibly in practice. She shares insights on how schools, bus...

On this episode of the Sell Me This Podcast, host Keith Daser talks with Denise Baril, founder of The Grant Sherpa. The conversation explores the importance of community, the necessity of struggle, and the value of real human connection in both business and personal growth.

Denise shares stories from her journey supporting organizations through grants and funding opportunities, and explains why challenges often create the ...

On this episode of the Sell Me This Podcast, host Keith Daser talks with Jose Costa and Mark Mandel from MHM for a practical conversation on compliance, ethics, and security for small and medium-sized businesses.

They break down what compliance really means beyond the checklists, how ethics play a role in every security decision, and why the right controls can protect both data and reputation. Jose and Mark also share acti...

On this episode of the Sell Me This Podcast, host Keith Daser talks with Tim Chan, co-founder of Untapped Energy. The conversation explores what it really means to build AI literacy and fluency inside organizations, and why so many teams struggle to move from experimentation to impact.

Tim shares why data remains the foundation of any effective AI strategy, how businesses can bridge the gap between curiosity and capability...

In the first episode of Season 2 of the Sell Me This Podcast, host Keith Daser talks with Shawn Freeman. From starting and scaling organizations to navigating leadership challenges, Shawn shares what he’s learned from years of building teams and driving growth in a changing industry.

They discuss how the MSP model is evolving, what strong leadership looks like in today’s tech landscape, and how forward-thinking companies c...

On the season finale of the Sell Me This Podcast, host Keith Daser talks with Ian Macdonald, Business and Innovation Leader at KPMG Canada. In this wide-ranging conversation, they explore the intersection of innovation, risk, and why Calgary is emerging as one of Canada’s most dynamic tech hubs.

Ian shares why he believes imagination and curiosity are often overlooked in business, and how those traits have shaped his appro...

On this episode of the Sell Me This Podcast, Keith Daser talks with Cassie Jeppson, Director of Channel Programs and Operations Strategy at Lenovo. From hobby-farming in Tennessee to leading one of North America’s largest channel teams, Cassie has a diverse background that informs her dynamic perspective on leadership, technology, and the evolving partner ecosystem.

They dive into her journey across marketing, sales, and e...

On this episode of the Sell Me This Podcast, Keith Daser talks with Tim Thomson, former MSP founder, business coach, and the creator of Cyber Trends. After scaling his managed services company to over $7 million in revenue, Tim learned the kinds of lessons that rarely make it into conference keynotes or LinkedIn posts.

They dig into the real challenges MSPs face as they grow, what separates those that scale from those that...

On this episode of the Sell Me This Podcast, Keith Daser talks with Matthew Nielsen, founder and CEO of Ethicrithm and former CEO of Fishbone Analytics. With decades of experience in IT outsourcing, enterprise analytics, and digital transformation, Matthew shares how turning customer frustrations into solutions helped him build and scale a thriving business.

They explore the key decisions that fueled Fishbone’s growth and ...

On this episode of the Sell Me This Podcast, Keith Daser talks with Scott Coleman, Enterprise Account Executive at Arctic Wolf, a leader in cybersecurity operations. From the intensity of capital markets to the fast-moving world of tech sales, Scott’s path has been anything but typical, and it’s shaped how he builds trust, earns attention, and navigates complex deals.

They dive into the evolving landscape of modern cyberse...

Join us for a conversation with Lindsay Smylie, Director at Plug and Play Alberta, one of the world’s most active seed-stage investors and startup accelerators. With a background that ranges from corporate energy to craft distilling, Lindsay brings a unique lens to entrepreneurship, innovation, and building thriving business ecosystems.

We explore her transition from jumping headfirst into startups to leading efforts that ...

Explore the real-world challenges technical founders face when scaling managed services businesses with Todd Kane, founder of Evolved Management Consulting and a seasoned voice in MSP leadership. Drawing from years of operational expertise, Todd unpacks the critical gaps that often emerge as small, founder-led teams evolve into structured, process-driven organizations.

We dive into the transition from reactive firefighting...

On this episode of the Sell Me This Podcast, host Keith Daser is joined by Dustin Cassar to break down MSPs, what they are, how they are more than just IT, and partner selection.

You can find Dustin at: https://www.linkedin.com/in/dustincassar/

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If you believe you deserve more from your ...

Money has evolved over thousands of years, but never has there been such a radical reimagining as what we're witnessing with Bitcoin and blockchain technology. In this riveting conversation, blockchain advocate and entrepreneur Koleya pulls back the curtain on how this revolutionary technology is reshaping our financial future.

Growing up with entrepreneurial parents who prioritized business acumen over academics, Kol...

Unlock the secrets behind maximizing your ServiceNow investments with insights from Jeff Vosburgh, a crucial player in the ServiceNow landscape and leader at Dyna Software. Jeff shares his journey from technology sales at GE Capital to transformative roles at ServiceNow and Deloitte, before joining Dyna Software. Together, we explore the innovative Guardrails application, designed to empower organizations while minimizing operation...

Ever wondered how to bridge the gap between the fast-paced world of technology and the entrepreneurial spirit? Paisley, the visionary behind Tech Translator, joins us to unravel this puzzle. Her mission is to empower entrepreneurs by demystifying complex tech jargon, making it accessible to everyone. With over a decade of experience navigating the startup ecosystem, Paisley sheds light on the traps businesses can fall into during s...

Unlock the secrets of transitioning from a commodity-based sales approach to a consultative, solution-driven strategy with our special guest, Robbie, co-founder of LaunchCode. Robbie shares his journey from the print industry to software development, highlighting how trust, curiosity, and the right questions can transform your sales game. Discover how his experience selling outcomes rather than products laid the groundwork for his ...

What do you get when you cross SaaS Platforms and Cashflow Management software? In our latest episode, we promise you'll gain valuable insights into both as we sit down with Blaine Bertsch, co-founder of Dryrun. Blaine shares his remarkable journey from a designer facing the financial challenges of the 2008 crisis to an entrepreneur revolutionizing cash flow management. Discover how Dryrun's intuitive approach helps busin...

Ever wondered what it takes to protect your business from the lurking threats of the digital world? Join us as cybersecurity expert James Bracken, representing ESET in Western Canada, spills the beans on his journey from the sizzling kitchens of Ontario to the high-stakes world of cybersecurity. James opens up about the striking parallels between these two high-pressure jobs, where creativity, resilience, and stress management are ...