Sell Me This Podcast

Keith Daser

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

  1. Doom Spending, Debt, and Delayed Gratification with Luticia Miller

    May 26

    Doom Spending, Debt, and Delayed Gratification with Luticia Miller

    Consumer debt is at record levels, financial literacy is rarely taught in schools, and algorithms are engineered to make people spend faster. Waylay Financial is trying to change that by bringing structured, employer-sponsored savings back to the workplace. Keith Daser sits down with Luticia Miller, founder of Waylay Financial and Chief Strategy Officer of Atmosphere Renewable Recycling, to talk about how employers can support employee financial wellness, what it takes to run multiple startups at once, and what it looks like to build a business in Calgary's growing entrepreneurship ecosystem. Listeners will learn how Waylay approaches financial literacy through payroll-based savings, gamification, and social goal-setting. The conversation also covers what it means to bet on yourself later in your career, why learning on someone else's dime early on pays dividends, and how concepts like delayed gratification and doom spending are shaping how younger generations think about money. Topics covered: Employer-sponsored savings programs and employee financial wellness Overcoming consumer debt and buy now pay later culture Teaching delayed gratification through structured savings tools Running multiple startups while balancing a full-time career Building a business in Calgary's startup ecosystem Indigenous economic empowerment and equity participation in major projects ----------------------------------------------------------------------------------------------------------------------------- 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 Support the show 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

    44 min
  2. ServiceNow Governance, AI Integration, and Enterprise Platform ROI with Cheyenne Fernley

    May 5

    ServiceNow Governance, AI Integration, and Enterprise Platform ROI with Cheyenne Fernley

    How do you build real, lasting value from a major ServiceNow investment — and keep it from turning into expensive technical debt? This episode answers that question with one of the most experienced ServiceNow practitioners in Canada. Keith Daser talks with Cheyenne Fernley, Partner at SkyMark Advisory Group, about ServiceNow governance, AI integration in enterprise IT, and what meaningful digital transformation looks like from the inside. Cheyenne traces a career path from the mailroom to IT consulting partner — and shares what that journey teaches that no certification program can replicate. Topics covered: What ServiceNow actually is — beyond its reputation as a ticketing systemHow to build a governance framework that creates speed, not bureaucracyHow to measure ROI and set meaningful KPIs on enterprise platform investmentsManaging AI adoption securely using ServiceNow's AI Control TowerThe most common customization mistakes that create long-term technical debtWhen ServiceNow makes sense for your organization — and when it doesn'tHow to structure a ServiceNow governance board Find Cheyenne on LinkedIn: https://www.linkedin.com/in/cheyenne-fernley-57965a46/ ----------------------------------------------------------------------------------------------------------------------------- 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 Support the show 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

    44 min
  3. Turning Adversity into Advantage and Mastering AI Implementation with Moose Abdel

    Apr 21

    Turning Adversity into Advantage and Mastering AI Implementation with Moose Abdel

    Some of the most effective operators are the ones who learned how to build under pressure — and Moose Abel has turned that lesson into both a company and a philosophy. Keith Daser talks with Musap "Moose" Abdel, founder of Struggle is your Success and QA Enterprises, about the power of adversity in building resilient businesses and the practical realities of AI implementation at scale. Moose shares what he's learned from years of operating in difficult environments and how those lessons have shaped his approach to building technology enterprises. Topics covered: How adversity and struggle become assets when channeled into business buildingWhat QA Enterprises does and how Moose built itThe practical realities of AI implementation — what works, what doesn't, and what's overhypedHow to transition a business into an AI-driven operating modelWhat "Struggle is your Success" means as a philosophy for entrepreneursLessons for founders navigating both personal and business adversity ----------------------------------------------------------------------------------------------------------------------------- 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 Support the show 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

    42 min
  4. Strategic Risk Management and AI Integration in Enterprise Business with Zoe Harrison

    Apr 7

    Strategic Risk Management and AI Integration in Enterprise Business with Zoe Harrison

    Risk management and AI adoption have become the same conversation — and most organizations aren't ready for either. Zoe Harrison is working at that intersection every day. Keith Daser talks with Zoe Harrison, a corporate strategy and risk management consultant, about what it means to navigate the collision between traditional business governance and the rapid evolution of artificial intelligence. Zoe brings a practitioner's lens to questions most businesses are still framing wrong — treating AI as a solution rather than a system that requires governance, and treating risk as a blocker rather than a decision-making tool. Top-performing episode on the Sell Me This Podcast YouTube channel in April 2026. Topics covered: What strategic risk management looks like inside modern organizationsHow AI changes the risk profile of enterprise businesses in ways leaders underestimateWhy most companies are underinvesting in AI governance relative to AI adoptionThe relationship between risk tolerance and innovation capacityHow to have productive conversations about AI risk with executive leadershipWhat good AI integration actually looks like in practice ----------------------------------------------------------------------------------------------------------------------------- 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 Support the show 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

    47 min
  5. Women in Tech: Rapid Fire Conversations from Tech Connect Alberta's IWD Event

    Mar 24

    Women in Tech: Rapid Fire Conversations from Tech Connect Alberta's IWD Event

    International Women's Day is a moment. What happens in communities doing real work the other 364 days is what actually matters. This episode captures both — live from Tech Connect Alberta's IWD event. Keith Daser took the Sell Me This Podcast to Tech Connect Alberta's International Women's Day event and sat down with the panelists for a series of rapid-fire interviews. The result is a fast-moving, high-energy episode featuring women founders, operators, and leaders from across Canada's tech ecosystem sharing what they're building, what they've learned, and what the industry still needs to get right. One of the most-shared episodes of 2026. Topics covered: Rapid-fire perspectives from women leaders across the Canadian tech ecosystemChallenges and opportunities specific to women founders and operators in techWhat IWD means inside a community that's doing the work year-roundThe role Tech Connect Alberta plays in building an inclusive ecosystemWhat attendees are building, launching, and working on right nowWhy community events remain essential to ecosystem health Timestamps so you can jump around: 0:00 - Intro 0:23 - Minister Tanya Fir 2:53 - Jackie Paisley 7:26 - Angela Nguyen 10:52 - Aakriti Khosla 15:54 - Bontu Galataa 22:15 - Kaitlyn Young 27:13 - Amanda Klym 32:49 - Qimat Zafar 37:14 - Ashley Forbes 40:48 - Parminder Kaur 48:34 - Kimberley Burfoot 55:39 - Jennifer Magnus 1:03:02 - Di Wu Munk Support the show 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

    1h 8m
  6. Fractional Leadership: When Your Business Needs It and How It Works with Nish Sampath

    Mar 10

    Fractional Leadership: When Your Business Needs It and How It Works with Nish Sampath

    Most companies between $2M and $50M in revenue hit a wall — not because their product isn't strong, but because they've outgrown the operating model that got them there. Fractional leadership is one of the most effective solutions to that problem, and one of the most misunderstood. Keith Daser talks with Nish Sampath, founder of Switch Advisory Group, about how fractional leadership works in practice and why more companies are embedding experienced operators directly into their executive teams. Nish draws a clear line between consulting and fractional leadership: consultants advise from the outside, fractional leaders step inside the business to build systems, hire talent, and reduce founder dependency. Topics covered: What fractional leadership is and how it differs from consulting or interim rolesWhy companies in the $2M–$50M range hit operational inflection points that require fractional supportHow to assess whether your business is ready for a fractional COO, CMO, or CFOWhy AI should amplify strong systems — not substitute for broken onesHow to reduce founder dependency and build a business that runs without youThe FOCKERS: Nish's peer network for fractional leaders in Calgary ----------------------------------------------------------------------------------------------------------------------------- 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 Support the show 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

    43 min
  7. Servant Leadership and Building the Tech Connect Alberta Community with Akshay Gulati

    Feb 24

    Servant Leadership and Building the Tech Connect Alberta Community with Akshay Gulati

    Tech Connect Alberta didn't happen because of a strategy document — it happened because one person decided to show up and keep showing up. Akshay Gulati built one of Alberta's most active tech communities through servant leadership in action, not in theory. Keith Daser talks with Akshay Gulati, cloud architect and founder of Tech Connect Alberta, about what it looks like to build a genuine technology community from the ground up. Akshay shares his philosophy of servant leadership, how Tech Connect Alberta grew from a small idea into one of the most recognized community platforms in Canadian tech, and what he's learned about what communities actually need to thrive. Topics covered: How Tech Connect Alberta was built and what kept it growingWhat servant leadership means in the context of community buildingThe difference between building an audience and building a communityWhat Akshay's work as a cloud architect has taught him about technology and leadershipHow community creates career and business value that most people underestimateWhat Alberta's tech community needs to reach its full potential ----------------------------------------------------------------------------------------------------------------------------- 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 Support the show 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

    47 min
  8. What It Really Takes to Build a Startup in Canada with Brandy Old & Craig Elias

    Feb 10

    What It Really Takes to Build a Startup in Canada with Brandy Old & Craig Elias

    Everyone talks about startup culture. Very few people talk honestly about what it actually takes to build a viable business in Canada — the funding realities, the ecosystem gaps, and the founder mistakes that rarely make it into the highlight reel. Keith Daser talks with Brandy Old and Craig Elias from Alberta Innovates about the real state of entrepreneurship in Canada and what it takes to build something that lasts. This covers the unglamorous parts of startup building — the funding landscape, the support systems that work, the ones that don't, and what Alberta specifically offers founders willing to do the work. Topics covered: What Alberta Innovates does and how it supports early-stage companiesThe honest reality of building a startup in Canada — funding, market, and ecosystemWhat the most successful founders Alberta Innovates has worked with have in commonWhere Canadian entrepreneurs consistently underestimate what they needHow Alberta's energy heritage is creating unexpected startup opportunitiesWhat the next five years look like for entrepreneurship and innovation in Alberta Links to everything mentioned in the show: https://helpastartupout.com/fridays/ https://helpastartupout.com/resources/ https://helpastartupout.com/3-year-financial-projections-templates/ https://helpastartupout.com/traction-canvas/ ----------------------------------------------------------------------------------------------------------------------------- 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 Support the show 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

    50 min

About

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