Sell Me This Podcast
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.
Episodes
29 episodes
Rapid Fire Interviews at Tech Connect Alberta's IWD Event
The Sell Me This Podcast went on the road to Tech Connect Alberta's International Women's Day event last week, and Keith Daser got the chance to sit down with the panelists from the day for a series of rapid-fire interviews.We hope you ...
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Season 2
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Episode 13
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1:07:32
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Fractional Leadership and Scaling Smarter with Nish Sampath
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 tradition...
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Season 2
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Episode 12
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43:03
Servant Leadership and Building Tech Community with Akshay Gulati
On this episode of the Sell Me This Podcast, host Keith Daser talks with Akshay Gulati, cloud architect and founder of Tech Connect Alberta, about technology, community-building, and servant leadership in action.Akshay shares how Tech C...
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Season 2
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Episode 11
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47:26
What It Really Takes to Build a Startup with Alberta Innovates
On this episode of the Sell Me This Podcast, host Keith Daser talks with Brandy Old and Craig Elias from Alberta Innovates about the real state of entrepreneurship in Canada and what it actually takes to build a viable business.Brandy a...
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Season 2
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Episode 10
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49:36
Relearning Leadership Through Connection with Meghan Donohoe & Alicia Wight
On this episode of the Sell Me This Podcast, host Keith Daser talks with Meghan Donohoe and Alicia Wight, co-founders of Pebble, about rethinking leadership in a world that no longer fits traditional models.They challenge the idea that ...
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Season 2
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Episode 9
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48:22
Building Connections and Growing Canada's Tech Community with Philippe Burns
On this episode of the Sell Me This Podcast, host Keith Daser talks with Philippe Burns, co-founder and host of Tech Thursday, a weekly community networking series for Canada’s tech ecosystem.Philippe shares his journey from roles at Sk...
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Season 2
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Episode 8
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45:30
Metaskills, AI, and the Future of Work with Margo Purcell
On this episode of the Sell Me This Podcast, host Keith Daser talks with Margo Purcell, Co-founder and CEO of InceptionU, about how the tech and labor markets are changing in Calgary and beyond, and what that means for the future of work.
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Season 2
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Episode 7
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49:08
The Human Side of Sales and Modern Leadership with Matt Riddel
On this episode of the Sell Me This Podcast, host Keith Daser talks with Matt Riddel about the human side of sales and the importance of perspective in a performance-driven world.Matt shares insights from his leadership coaching work on...
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Season 2
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Episode 6
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45:40
Education, Literacy, and Responsible AI with Dr. Stella Lee
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...
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Season 2
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Episode 5
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55:10
The Value of Community, Connection, and Struggle with Denise Baril
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...
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Season 2
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Episode 4
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47:00
Compliance, Ethics, and Security Made Practical with Jose Costa & Mark Mandel
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 com...
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Season 2
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Episode 3
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53:33
AI Literacy, Fluency, and Strategy with Tim Chan | Sell Me This Podcast
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 strugg...
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Season 2
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Episode 2
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49:51
Leadership and the Future of Managed Services with Shawn Freeman
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 an...
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Season 2
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Episode 1
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49:20
Innovation, Imagination, and Curiosity with Ian Macdonald
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...
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Season 1
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Episode 16
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42:12
Leading with Agility and Embracing Change with Cassie Jeppson
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 ...
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Season 1
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Episode 15
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42:20
Scaling Smarter and Surviving the Climb with Tim Thomson
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 kind...
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Season 1
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Episode 14
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40:03
Turning Frustration into Growth & Leading with Outcomes with Matthew Nielsen
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 transformat...
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Season 1
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Episode 13
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41:57
Leading with Trust and Selling Cybersecurity with Scott Coleman
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, ...
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Season 1
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Episode 12
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41:21
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Pushing Innovation and Building Ecosystems with Lindsay Smylie
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 br...
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Season 1
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Episode 11
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43:49
MSP Performance Management with Todd Kane
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, Tod...
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Season 1
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Episode 10
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56:15
MSPs and Partner Selection with Dustin Cassar
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/dustin...
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Season 1
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Episode 9
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45:02
The Bitcoin Revolution With Koleya Karringten
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 bac...
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Season 1
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Episode 8
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44:03
Maximizing ServiceNow Success with Jeff Vosburgh
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 transfor...
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Season 1
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Episode 7
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39:13
Bridging Tech and Entrepreneurship with Paisley Churchill
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 demystifyi...
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Season 1
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Episode 6
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42:11
Cultivating Success Through Consultative Selling with Robbie Butchart
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 develo...
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Season 1
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Episode 5
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47:51
