Shows
Sell Me This PodcastRelearning Leadership Through Connection with Meghan Donohoe & Alicia WightOn 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 leadership is about fixing problems and instead make the case for connection, reflection, and creating space for growth. Meghan and Alicia explain why leadership is non-linear, how the industrial-era mindset falls short today, and why meaningful connection matters more than content alone.The conversation also explores the Pebble metaphor, the ABCDs of relearning leadership, and the...
2026-01-2748 min
Sell Me This PodcastBuilding Connections and Growing Canada's Tech Community with Philippe BurnsOn 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 SkipTheDishes and Neo Financial to spinning Tech Thursday out as an independent, for-profit entity that now serves Calgary, Winnipeg, Edmonton, and Ottawa. They discuss his unique "anti-goal" philosophy, why he prioritizes value-driven community events over gimmicks, and how corporate and startup collaboration can drive innovation.The conversation also highlights Philippe’s work with The Patrol Foundation, a no...
2026-01-1345 min
Sell Me This PodcastMetaskills, AI, and the Future of Work with Margo PurcellOn 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.Margo shares why the economy is shifting away from pure technical knowledge toward metaskills like adaptability, critical thinking, and collaboration. She explains why learning how to learn is becoming the most valuable capability in a world shaped by rapid technological change and AI. The conversation also explores how easy access to tools like ChatGPT...
2025-12-3049 min
Sell Me This PodcastThe Human Side of Sales and Modern Leadership with Matt RiddelOn 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 why sales professionals need to reflect on long-term growth, not just their most recent quarter or fiscal results. They explore how tying self-worth too closely to performance can undermine confidence, decision-making, and consistency, especially in high-pressure roles.The conversation also looks at how top sellers build resilience, learn from both wins and losses, and develop...
2025-12-1645 min
Sell Me This PodcastEducation, Literacy, and Responsible AI with Dr. Stella LeeOn 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, businesses, and governments can approach education and policy with clarity, intention, and long-term thinking. They also discuss how leaders can empower teams with the skills and confidence...
2025-12-0255 min
Sell Me This PodcastThe Value of Community, Connection, and Struggle with Denise BarilOn 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 clarity and momentum leaders need. They also dig into how connection fuels resilience, and why strong communities are the backbone of meaningful progress.Whether you are building a business, leading...
2025-11-1847 min
Sell Me This PodcastCompliance, Ethics, and Security Made Practical with Jose Costa & Mark MandelOn 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 actionable steps business owners can take to start securing their environments and building a stronger foundation for long-term resilience.Whether you're a business leader, IT...
2025-11-0453 min
Sell Me This PodcastAI Literacy, Fluency, and Strategy with Tim Chan | Sell Me This PodcastOn 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, and what leaders can do today to prepare their teams for an AI-driven future.Whether you’re just starting to explore AI or shaping enterprise-level strategy, th...
2025-10-2149 min
Sell Me This PodcastLeadership and the Future of Managed Services with Shawn FreemanIn 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 can adapt to new client expectations and technologies shaping the future of service delivery.Whether you’re leading a growing business, mentoring others, or exploring what’s next for...
2025-10-0749 min
Sell Me This PodcastInnovation, Imagination, and Curiosity with Ian MacdonaldOn 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 approach to leadership and strategy. He also discusses KPMG’s long-term commitment to the startup ecosystem, and why offering real support without an immediate sales agenda has built last...
2025-07-0742 min
Sell Me This PodcastLeading with Agility and Embracing Change with Cassie JeppsonOn 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 enablement, and explore how channel partners are leaning into specialization to stay competitive. Cassie also shares her take on the massive impact AI is having on both SMBs and enterprises, and what it...
2025-06-2342 min
Sell Me This PodcastScaling Smarter and Surviving the Climb with Tim ThomsonOn 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 stall, and why the jump from $1 million to $7 million often requires a total shift in mindset. Tim also shares how AI is reshaping IT service...
2025-06-0940 min
Sell Me This PodcastTurning Frustration into Growth & Leading with Outcomes with Matthew NielsenOn 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 eventual sale, from early-stage pivots to leadership lessons that shaped the company’s trajectory. Matthew also explains why measuring service performance goes beyond checking off SLA boxes and how real value comes from...
2025-05-2641 min
Sell Me This PodcastLeading with Trust and Selling Cybersecurity with Scott ColemanOn 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 cybersecurity and what executive leaders need to understand but often miss. Scott shares his take on cold outreach that actually lands, why empathy matters more than ever, and how...
2025-05-1241 min
Sell Me This PodcastPushing Innovation and Building Ecosystems with Lindsay SmylieJoin 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 help Alberta's tech scale-ups connect with global enterprise partners. Lindsay shares her perspective on what it really takes to grow a business, the value of strategic alignment, and how to build trust across very di...
2025-04-2843 min
Sell Me This PodcastMSP Performance Management with Todd KaneExplore 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 to proactive service delivery, and the growing pains that come with hiring, delegating, and defining leadership roles. Todd shares why many technically brilliant founders struggle with operational maturity—and how that impacts everything from client experience to profit margins.
2025-04-1456 min
Sell Me This PodcastMSPs and Partner Selection with Dustin CassarOn 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/-----------------------------------------------------------------------------------------------------------------------------If you believe you deserve more from your technology partnerships – connect with the team at:https://www.deliverdigital.ca/?utm_source=videodescription&utm_id=youtubeSell Me This Podcast is brought to you by the team at Deliver Digital, a Calgary-based consulting organization that guides pr...
2025-03-2445 min
Sell Me This PodcastThe Bitcoin Revolution With Koleya KarringtenMoney 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, Koleya's journey from clean technology to blockchain advocacy offers a unique perspective on the practical applications of this often misunderstood technology. Her explanation of Bitcoin's fundamental value proposition – a truly scarce digital asset secured by military-grade encryption – cuts thro...
2025-03-1044 min
Sell Me This PodcastMaximizing ServiceNow Success with Jeff VosburghUnlock 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 operational risks, and discuss the strategic importance of governance in realizing true ROI from platforms like ServiceNow.We dive into the often-misunderstood concept of governance as a catalyst for innovation, especially within large financial institutions. Jeff explains how...
2025-02-2339 min
Sell Me This PodcastBridging Tech and Entrepreneurship with Paisley ChurchillEver 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 software development and emphasizes the power of clear communication and technical literacy.The tech landscape is shifting, especially when it comes to creating a Minimum Viable Product (MVP). Gone are the...
2025-02-0942 min
Sell Me This PodcastCultivating Success Through Consultative Selling with Robbie ButchartUnlock 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 success and learn why saying 'no' today could lead to bigger rewards tomorrow.Join us as we explore LaunchCode's evolution from tackling bespoke problems to assembling development teams as a service. We dive into how this...
2025-01-2647 min
Sell Me This PodcastConnecting Cashflow and SaaS Platforms with Blaine BertschWhat 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 businesses, from small enterprises to financial professionals, maintain sustainability during downturns like COVID-19, using scenario modelling and effective visualization.Join us as we shift our focus to the importance of understanding customer pain points...
2025-01-1238 min
Sell Me This PodcastThe Power of Strong Security Partnerships with James BrackenEver 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 crucial. You'll discover how cybersecurity is woven into the fabric of business success, safeguarding assets, and propelling growth.Throughout our conversation, James illuminates ESET’s distinctive research and development-focused approach that se...
2024-12-0846 min
Sell Me This PodcastBuilding Trust in Recruitment with Al and LawrenceAl Basiri and Lawrence Lara join us in the debut episode of Sell Me This Podcast to reveal how they're turning the recruitment world upside down with Hammehr Consulting. Imagine a recruitment process grounded in honesty and driven by data, where both candidates and employers benefit from clear metrics and transparency. Learn how Al's journey from psychology to tech and Lawrence's IT leap from Australia to Calgary inspired a vision for a more transparent, data-centric recruitment approach after their pivotal roles at Solvera Solutions and its acquisition by Accenture.Discover how data-driven recruitment is not just a...
2024-12-0836 min
Sell Me This PodcastBalancing Risk & Innovation with Alex DowCurious about the mind behind Mirai Security's innovative strategies? In this episode, Alex Dow, our distinguished guest, takes you on a fascinating journey from his teenage years inspired by the film "Hackers" to his influential role as Chief Innovation Officer. Alex shares his compelling story, including his pivotal experiences with Bell Canada and his contributions to the Olympics' security operations. You'll gain insights into how his dynamic approach shapes Mirai Security's vision and the industry's transition from network to data-centric strategies, especially in cloud environments.We promise you'll walk away with a fresh perspective on modern cybersecurity...
2024-12-0844 min