Sell Me This Podcast
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
Episodes
32 episodes
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.Keit...
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 ...
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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...
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 Pod...
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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 probl...
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, n...
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 r...
Rethinking Leadership Through Human Connection with Meghan Donohoe & Alicia Wight
The 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 w...
Building Canada's Tech Community One Week at a Time with Philippe Burns
Some 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 wha...
Metaskills, AI, and the Future of Tech Talent with Margo Purcell
The 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 f...
The Human Side of Sales Performance and Modern Leadership with Matt Riddel
Sales 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...
Building AI Literacy and Responsible AI Policy in Organizations with Dr. Stella Lee
Most 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 require...
Navigating Business Grants and the Power of Community with Denise Baril
Most 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 tal...
Compliance, Ethics, and Cybersecurity for SMBs with Jose Costa & Mark Mandel
Compliance 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 abou...
Building AI Literacy and Fluency Inside Organizations with Tim Chan
Most 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 Cha...
MSP Leadership and the Future of Managed Services with Shawn Freeman
The 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....
Innovation, Risk, and Why Calgary Is Becoming Canada's Next Tech Hub with Ian Macdonald
Calgary 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...
Channel Strategy and Leading at Enterprise Scale with Cassie Jeppson
Leading 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...
Scaling an MSP to $7M Revenue and the Hard Lessons That Follow with Tim Thomson
Scaling 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 ...
IT Outsourcing, Enterprise Analytics, and Ethical AI with Matthew Nielsen
Decades 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 mo...
Selling Enterprise Cybersecurity and Building Trust in Complex Sales with Scott Coleman
Cybersecurity 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 Colem...
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Startup Acceleration and the Alberta Tech Ecosystem with Lindsay Smylie
Plug and Play is one of the world's most active seed-stage investors and startup accelerators — and its Alberta program is quietly becoming one of the most important forces in Canada's emerging tech landscape. Lindsay Smylie runs it.Keit...
Performance Management and Scaling a Managed Services Business with Todd Kane
Growing a managed services business is technically complex — but the hardest problems are almost always operational, not technical. Todd Kane has spent years helping MSP founders work through both.Keith Daser talks with Todd Kane, founde...
What MSPs Actually Do and How to Choose the Right One with Dustin Cassar
Most businesses think managed service providers are just IT support. The right MSP relationship is something far more strategic — and choosing the wrong one costs more than the contract.Keith Daser talks with Dustin Cassar, a managed ser...
Bitcoin, Blockchain, and the Future of Money with Koleya Karringten
Bitcoin isn't just a speculative asset — it's a monetary system built on thousands of years of cryptographic history, designed to solve a problem that governments and central banks have made steadily worse. Koleya Karringten makes that case cle...
