Sell Me This Podcast
Keith Daser
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About 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
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Recent Episodes
S2E18 Personal Branding, Networking, and AI in Recruitment with Melissa Lyall
Building 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…
S2E17 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…
S2E16 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…
S2E15 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…
S2E14 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…
S2E13 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…
S2E12 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…
S2E11 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…
S2E10 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…
S2E9 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…
S2E8 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…
S2E7 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…
S2E6 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…
S2E5 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…
S2E4 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…
S2E3 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…
S2E2 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…
S2E1 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,…
S1E16 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…
S1E15 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…
Frequently Asked Questions
Sell Me This Podcast has published 34 episodes since December 2024, covering topics in Business, Education.
Sell Me This Podcast is currently highly active with new episodes every 2 weeks. Average episode length is 45m.
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