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 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 lasting credibility.

It’s a thoughtful look at how large enterprises can fuel meaningful innovation and what it takes to build trust in fast-changing markets. A strong close to the season with insights from one of the country’s top innovation voices.

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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

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 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 means for those who want to stay ahead of the curve.

Whether you work in the channel or just want a deeper look at where the tech industry is headed, this conversation offers practical insight on leadership, strategy, and the power of adapting to change.

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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

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 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 delivery and what smart providers are doing now to stay ahead of the curve.

Whether you're running an MSP, advising one, or just looking to build a stronger service business, this episode delivers practical insights from someone who's lived it—and now helps others do the same.

-----------------------------------------------------------------------------------------------------------------------------
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

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 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 aligning with business outcomes.

The conversation wraps with a look at his latest venture, Ethicrithm, and how it's helping organizations harness AI in practical and responsible ways. Whether you're scaling a tech company, managing client expectations, or exploring how AI fits into your strategy, this episode is packed with insight and real-world experience.

-----------------------------------------------------------------------------------------------------------------------------
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

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 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 likability, preparation, and consistency are the real differentiators in enterprise sales.

This conversation also unpacks how to stay relevant in noisy markets, the mindset shift required to succeed in high-stakes environments, and what it means to truly show up as a partner, not just a vendor. Whether you're selling, leading, or securing, this episode brings practical insight you won't want to miss.
-----------------------------------------------------------------------------------------------------------------------------
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

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 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 different types of organizations.

This episode also dives into Calgary’s emergence as a leading innovation hub, why failing fast is a vital leadership trait, and how corporations and startups can drive real progress by working together. Whether you're building a company or helping others scale, this conversation is full of insight, strategy, and stories that resonate.

-----------------------------------------------------------------------------------------------------------------------------
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

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 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.

From the importance of cultural fit to the nuances of operational alignment, Todd offers a blueprint for what to look for in an MSP partner. Whether you're navigating your first hires or trying to level up your org structure, this conversation delivers practical frameworks and leadership insights to help you scale with intention.

-----------------------------------------------------------------------------------------------------------------------------
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

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/

-----------------------------------------------------------------------------------------------------------------------------
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

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, 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 through the hype and misconceptions that plague mainstream discussions.

What makes this conversation particularly valuable is Koleya's pragmatic approach to implementation. Rather than suggesting blockchain as a solution looking for a problem, she outlines specific use cases where the technology genuinely adds value – from energy companies monetizing otherwise wasted resources through Bitcoin mining to supply chain tracking that can reduce food recall times from days to seconds. Her emphasis on starting with business problems rather than technological solutions provides a refreshing counterpoint to the "buzzword salad" that dominates many blockchain discussions.

The most thought-provoking aspect of our conversation centers on Bitcoin's potential to disrupt our global monetary system. As Koleya explains, traditional currencies have lost over 90% of their purchasing power in recent decades due to unlimited supply expansion – a stark contrast to Bitcoin's fixed supply of 21 million coins. This fundamental difference raises profound questions about the future of money, banking, and national sovereignty that extend far beyond cryptocurrency speculation. Whether you're a business leader weighing technology investments or simply concerned about preserving your wealth in uncertain times, this episode offers invaluable perspective on one of the most transformative technologies of our lifetime.

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

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 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 tools like Guardrail can streamline IT processes, enabling departments to innovate independently without bottlenecks. Listen as we highlight the significance of selecting the right partners within the ServiceNow ecosystem and the growing technical literacy across businesses. Plus, we touch on the transformative role of AI, encouraging organizations to adopt a mindset of curiosity and optimism to revolutionize business practices.

Finally, we examine the impact of generative AI on ServiceNow's future, offering a glimpse into how it could reshape development roles and business models. The discussion extends to strategic governance in enterprise platform negotiations, providing valuable insights for CIOs looking to navigate substantial investments. We wrap up with a reflection on life advice—how simple virtues like kindness and reliability can profoundly impact our professional and personal lives. Join us for an episode filled with technical insights and heartwarming life lessons.

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