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
37 episodes
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...
Getting Real ROI from ServiceNow with Jeff Vosburgh
ServiceNow is one of the most powerful enterprise platforms on the market — and one of the most misused. Real ROI doesn't come from a clean implementation. It comes from understanding the business outcome before a single line of code is written...
Making Technology Accessible for Entrepreneurs with Paisley Churchill
Most entrepreneurs know they need technology to grow. Very few know how to evaluate it, buy it, or make it work for their business. Tech Translator exists to close that gap.Keith Daser talks with Paisley, founder of Tech Translator, abou...
Consultative Selling and Custom Software Development with Robbie Butchart
The best tech sales conversations don't start with a product demo — they start with the right question. Robbie Butchart built LaunchCode around that idea, and it's shaped how he sells, builds, and grows.Keith Daser talks with Robbie Butc...
Cash Flow Forecasting and Building a SaaS Business with Blaine Bertsch
Cash flow is the most common reason businesses fail — not bad products or bad teams, but a blind spot in financial visibility. Dryrun was built to close that gap.Keith Daser talks with Blaine Bertsch, co-founder of Dryrun, about building...
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Cybersecurity Innovation and Proactive Risk Strategy with Alex Dow
Most cybersecurity conversations are built around fear. This one is built around staying ahead — and why innovation, not reaction, is the right frame for protecting your business.Keith Daser talks with Alex Dow, Chief Innovation Officer ...
Data-Driven Recruitment and Honest Hiring with Al Basiri & Lawrence Lara
Recruitment is broken in most organizations — not because of bad intentions, but because the process was never built around honesty, data, or the actual needs of the people in the room. Al Basiri and Lawrence Lara built Hammehr Consulting to ch...
Cybersecurity Partnerships and Protecting Your Business with James Bracken
Cybersecurity isn't just a technology decision — it's a relationship decision. The vendor you choose and the IT partner you work with will determine whether your business is actually protected or just covered on paper.Keith Daser talks w...
