Shows
Sell Me This PodcastCloud Cost Optimization and FinOps for MSPs with Dan BelkieCloud cost optimization and FinOps have become urgent priorities for MSPs and CSPs trying to control runaway cloud spend, especially now that AI workloads are adding a whole new layer of token costs on top of existing infrastructure bills.Keith Daser, founder of Deliver Digital, sits down with Dan Belkie, founder and owner of Everything Cloud Technologies, a Calgary based cloud cost optimization and FinOps SaaS company.Dan walks through why most cloud monitoring tools only solve half the problem, showing MSPs what is wrong without ever getting anyone to fix it. He explains how...
2026-07-0750 min
Sell Me This PodcastTrade and Export Diversification for Canadian Businesses with Samir MusayevCanadian companies send roughly 74 to 75 percent of their exports to the United States, and that concentration turns into real risk the moment tariffs, currency shifts, or a regional recession hit. Export diversification gives businesses a way to spread that risk across new markets and currencies while uncovering the operational cracks that domestic growth tends to hide.Keith Daser sits down with Samir Musayev, a trade specialist at Export Development Canada and a former head of commercial banking who built his career across HSBC and the international banking world before settling in Calgary.Listeners will learn how...
2026-06-2346 min
CanadianSME Small Business PodcastThe Playbook is Done: How Independent Tech Leaders Win High-Stakes DealsWelcome to the CanadianSME Small Business Podcast, hosted by Maheen Bari. Today, we explore independent consulting, vendor-neutral technology strategy, and the keys to successfully leading digital transformation in mid-market organizations in 2026.
Joining us is Keith Daser, Founder and CEO of Deliver Digital, who shares insights on moving from corporate roles to independent consulting, avoiding first-year pitfalls, and ensuring digital projects succeed.
Key Highlights
Barriers to Independence: Keith explains why experienced tech leaders hesitate to become independent consultants.
Year-One Struggles: Keith highlights the common challenges new consultants face in their first year.
Collaborative Over Lone...
2026-06-1917 min
Sell Me This PodcastPersonal Branding, Networking, and AI in Recruitment with Melissa LyallBuilding a personal brand and a real professional network often decides whether a career move or a new business takes off, especially in a relationship-driven market like Calgary, where who you know still drives how business gets done. Recruitment is changing fast as AI sourcing tools cut candidate research time, yet the human judgment behind every hire still determines who actually gets placed.Keith Daser, founder of Deliver Digital, sits down with Melissa Lyall, founder of Higher Talent Recruitment, a Calgary-based recruitment firm she launched after a 15-year corporate recruiting career.Listeners learn...
2026-06-0946 min
Sell Me This PodcastDoom Spending, Debt, and Delayed Gratification with Luticia MillerConsumer 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...
2026-05-2643 min
Sell Me This PodcastServiceNow Governance, AI Integration, and Enterprise Platform ROI with Cheyenne FernleyHow 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 —...
2026-05-0543 min
Sell Me This PodcastTurning 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 bec...
2026-04-2141 min
Sell Me This PodcastStrategic Risk Management and AI Integration in Enterprise Business with Zoe HarrisonRisk 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 epis...
2026-04-0746 min
Sell Me This PodcastWomen in Tech: Rapid Fire Conversations from Tech Connect Alberta's IWD EventInternational 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 th...
2026-03-241h 07
Sell Me This PodcastFractional Leadership: When Your Business Needs It and How It Works with Nish SampathMost 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 bu...
2026-03-1043 min
Sell Me This PodcastServant Leadership and Building the Tech Connect Alberta Community with Akshay GulatiTech 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, an...
2026-02-2447 min
Sell Me This PodcastWhat It Really Takes to Build a Startup in Canada with Brandy Old & Craig EliasEveryone 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 t...
2026-02-1049 min
Sell Me This PodcastRethinking Leadership Through Human Connection with Meghan Donohoe & Alicia WightThe traditional models of leadership were built for a world that no longer exists. Meghan Donohoe and Alicia Wight built Pebble to help leaders unlearn what's no longer serving them — and rediscover what actually does.Keith Daser talks with Meghan Donohoe and Alicia Wight, co-founders of Pebble, about why traditional leadership models are breaking down and what it looks like to rebuild leadership practice around genuine human connection. They challenge the assumption that effectiveness comes from control, certainty, and hierarchy — and share what they've learned about the leaders who are actually getting results right now.Topi...
2026-01-2748 min
The Smart Office PodcastThe Journey into Sales and TechnologyIn this episode of the Smart Office Podcast, host Hippolyte Asah interviews Keith Daser, founder of Deliver Digital and host of the Sell Me This Podcast. They discuss Keith's journey into sales and technology, the inspiration behind Deliver Digital, and the challenges faced in the early days of entrepreneurship. Keith shares insights from his podcast interviews with founders and operators, the impact of AI on sales and consulting, and the evolving business landscape in Calgary. He offers valuable advice for aspiring founders and reflects on the importance of resilience and human connection in the entrepreneurial journey.TakeawaysKeith Daser emphasizes...
2026-01-2244 min
Sell Me This PodcastBuilding Canada's Tech Community One Week at a Time with Philippe BurnsSome of the most important work in a tech ecosystem never shows up in a press release. Philippe Burns has spent years building the connective tissue that makes a real community possible — and Tech Thursday is one of the clearest examples of what consistent, genuine community building actually looks like.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 corporate tech roles to community builder, what the weekly cadence has taught him about showing up, and why connection — not content — is wha...
2026-01-1345 min
Sell Me This PodcastMetaskills, AI, and the Future of Tech Talent with Margo PurcellThe tech labor market is changing faster than most education systems can keep up with. InceptionU was built on the premise that the answer isn't more of the same training — it's a fundamentally different approach to developing human potential for a world that keeps changing.Keith Daser talks with Margo Purcell, Co-founder and CEO of InceptionU, about how the tech and labor markets are shifting and what that means for the future of work. Margo shares how InceptionU is rethinking technology education, what she's observed about the growing misalignment between employers and job seekers, and why metaskills — the...
2025-12-3049 min
Sell Me This PodcastThe Human Side of Sales Performance and Modern Leadership with Matt RiddelSales is one of the most performance-driven professions in the world — and one of the least equipped to deal with the human cost of that pressure. Matt Riddel has built his coaching work around that gap.Keith Daser talks with Matt Riddel about what it means to lead and sell in high-pressure environments, why perspective is one of the most underrated tools in a sales professional's toolkit, and what his leadership coaching work has revealed about the difference between managing performance and actually developing people.Topics covered:Why perspective matters more than process in hi...
2025-12-1645 min
Sell Me This PodcastBuilding AI Literacy and Responsible AI Policy in Organizations with Dr. Stella LeeMost organizations are rushing to adopt AI without building the internal understanding needed to use it responsibly. The result isn't transformation — it's risk. Dr. Stella Lee has spent years studying what genuine AI readiness actually requires.Keith Daser talks with Dr. Stella Lee about how organizations can build real AI literacy, why AI policy needs to exist before AI tools are deployed at scale, and what it takes to prepare people — not just processes — for a future increasingly shaped by artificial intelligence.Topics covered:What AI literacy means at an organizational level — and how to asses...
2025-12-0255 min
Sell Me This PodcastNavigating Business Grants and the Power of Community with Denise BarilMost businesses leave significant grant funding on the table — not because they don't qualify, but because the process is overwhelming and the landscape is constantly shifting. Denise Baril built a business to change that.Keith Daser talks with Denise Baril, founder of The Grant Sherpa, about how she helps organizations navigate the grant funding ecosystem in Canada. But the conversation goes deeper than funding — Denise shares her perspective on the role of community in business, why struggle is an underrated accelerant, and what real human connection looks like in a world that keeps defaulting to digital-first relationships.
2025-11-1847 min
Sell Me This PodcastCompliance, Ethics, and Cybersecurity for SMBs with Jose Costa & Mark MandelCompliance and security sound complex because they're usually explained by people who aren't thinking about small and medium-sized businesses. Jose Costa and Mark Mandel are.Keith Daser talks with Jose Costa and Mark Mandel from MHM about how compliance, ethics, and cybersecurity actually work for organizations that don't have a full-time legal or security team. They break down what compliance really means in practice, what the most common security gaps look like in SMBs, and how to think about risk without getting paralyzed by it.Topics covered:What compliance actually means for small and...
2025-11-0453 min
Sell Me This PodcastBuilding AI Literacy and Fluency Inside Organizations with Tim ChanMost organizations have started using AI. Very few have built the internal literacy needed to use it well — and the difference between those two groups will define competitive advantage over the next decade.Keith Daser talks with Tim Chan, co-founder of Untapped Energy, about what it really means to build AI literacy and fluency inside organizations and why so many teams struggle to move past surface-level adoption. Tim shares what genuine AI capability looks like at the organizational level and what leaders need to do differently to actually get there.Topics covered:What AI li...
2025-10-2149 min
Sell Me This PodcastMSP Leadership and the Future of Managed Services with Shawn FreemanThe managed services industry is changing faster than most operators realize — and the leaders who will thrive in the next five years are already thinking differently about how they build teams, serve clients, and adapt to what's coming.Keith Daser opens Season 2 in conversation with Shawn Freeman, an operator who has spent years starting, scaling, and leading organizations in the managed services space. Shawn shares what he's learned from building teams in a changing industry and where the MSP model is heading as client expectations and technology shift simultaneously beneath operators' feet.Topics covered:Ho...
2025-10-0749 min
Sell Me This PodcastInnovation, Risk, and Why Calgary Is Becoming Canada's Next Tech Hub with Ian MacdonaldCalgary is one of Canada's most underrated tech ecosystems — and Ian Macdonald at KPMG has been one of its most consistent champions. In this Season 1 finale, he makes the case for why imagination and curiosity are the most undervalued business skills of the current moment.Keith Daser talks with Ian Macdonald, Business and Innovation Leader at KPMG Canada, about the intersection of innovation, risk, and what it takes to build lasting business relationships in a fast-changing market. Ian shares why KPMG's commitment to the startup ecosystem doesn't lead with a sales agenda, what Calgary's emergence as a se...
2025-07-0742 min
Sell Me This PodcastChannel Strategy and Leading at Enterprise Scale with Cassie JeppsonLeading one of North America's largest technology channel programs takes more than process expertise. It takes the ability to see the whole partner ecosystem and build programs that genuinely work for everyone inside it.Keith Daser talks with Cassie Jeppson, Director of Channel Programs and Operations Strategy at Lenovo, about how enterprise technology companies build and manage partner channels at scale. Cassie's path from hobby-farming in Tennessee to leading a major North American channel team is as unconventional as her perspective on what makes channel programs succeed — and what makes them fail.Topics covered:Wh...
2025-06-2342 min
Sell Me This PodcastScaling an MSP to $7M Revenue and the Hard Lessons That Follow with Tim ThomsonScaling a managed services company past $7 million in revenue teaches you things no course or coach can. Tim Thomson learned those lessons on the way up — and now passes them on to operators who are still climbing.Keith Daser talks with Tim Thomson, former MSP founder, business coach, and creator of Cyber Trends, about what it actually takes to build and scale a managed services company from the inside. Tim shares the pivotal decisions, costly mistakes, and hard-won insights from his years growing a fast-moving MSP — and why he now dedicates his work to helping other operators avoi...
2025-06-0940 min
Sell Me This PodcastIT Outsourcing, Enterprise Analytics, and Ethical AI with Matthew NielsenDecades of experience in IT outsourcing and enterprise analytics will teach you how organizations use data. Building Ethicrithm taught Matthew Nielsen something harder: what they should do with it — and why the ethical dimension of AI is the most underestimated business risk right now.Keith Daser talks with Matthew Nielsen, founder and CEO of Ethicrithm and former CEO of Fishbone Analytics, about the arc of his career from IT outsourcing to analytics to building a company focused on ethical AI and responsible digital transformation. Matthew brings a rare long-view perspective on enterprise technology decisions and why frustration wi...
2025-05-2641 min
Sell Me This PodcastSelling Enterprise Cybersecurity and Building Trust in Complex Sales with Scott ColemanCybersecurity is no longer a technology problem — it's a business problem. And selling security solutions to enterprise organizations requires a completely different playbook than traditional tech sales.Keith Daser talks with Scott Coleman, Enterprise Account Executive at Arctic Wolf, about his path from capital markets to enterprise cybersecurity sales and what he's learned about navigating complex buying decisions in a fast-moving threat landscape. Arctic Wolf is one of North America's leading security operations platforms, and Scott brings a ground-level view of what enterprise buyers actually care about when evaluating security vendors.Topics covered:How Ar...
2025-05-1241 min