Even in 2025, user experience remains an afterthought in many transformation projects. In this episode, the Extensia team explains why measuring “delight” is difficult, why digital initiatives are still tech-led, and how the rise of AI and low-code tools is changing the conversation. Kyler, Pradnya, and Nic break down how leaders can finally put people (rather than platforms) at the center of digital change.

Watch the full episode here: https://youtube.com/live/FFDHnUMMibY 

Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/ 

Digital transformation isn’t just about upgrading technology, it’s about designing for people. Kyler Cheatham speaks with Pradnya and Nic from Extensia, a Merkle company, about what experience-centric transformation really means and why human emotion, not software functionality, should drive design decisions. They discuss how user delight can define success and why a transformation that ignores experience will always fall short.

Watch the full episode here: https://youtube.com/live/FFDHnUMMibY 

Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/ 

Can doing the right thing cost you revenue? Kara Bombell and Kyler Cheatham explore why ethical AI isn’t a barrier to profit, it’s a blueprint for long-term sustainability. They cover how executives can balance risk and responsibility, why “phase two ethics” never works, and what it takes to make ethical AI a core part of business value instead of an afterthought.

Watch the full podcast here: https://www.youtube.com/live/eaE4TeZLXTI 

Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/ 

Automation shouldn’t erase the human element, it should enhance it. In this discussion, Kara and Kyler dig into how AI can be used to augment rather than replace workers, the difference between inspiring work and busywork, and how leaders can use automation to build capability instead of fear.

Watch the full podcast here: https://www.youtube.com/live/eaE4TeZLXTI 

Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/ 

If AI adoption feels like chaos disguised as innovation, you’re not alone. Kara Bombell explains why 95 percent of enterprise AI initiatives miss the mark. From executive blind spots to short-term cost thinking, she and Kyler reveal the cultural and strategic gaps that keep “ethical AI” stuck in slide decks instead of practice.

Watch the full podcast here: https://www.youtube.com/live/eaE4TeZLXTI 

Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/ 

Ethics isn’t a checklist, it’s a culture. Kara and Kyler break down how leaders can embed ethical frameworks directly into AI projects, why human-first design matters, and how sustainable implementation depends on more than compliance documents. This episode explores what it means to create organizational ethics that last longer than the next software upgrade.

Watch the full podcast here: https://www.youtube.com/live/eaE4TeZLXTI 

Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/ 

Kara Bombell, co-founder of Ethic AI, joins Kyler Cheatham to unpack what “ethical AI” really means. The conversation explores how businesses can bridge the gap between academic theory and practical implementation, why trust is the foundation of every transformation, and how organizations can design AI strategies that amplify, not replace human capability.

Watch the full podcast here: https://www.youtube.com/live/eaE4TeZLXTI 

Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/ 

SaaS platforms promise lower costs and higher efficiency, but the numbers don’t always add up. In this episode, Kristy Barber joins the conversation to examine whether cloud software actually saves companies money or simply moves expenses around. The discussion explores hidden costs like new admin roles, ongoing subscriptions, and integration fees, and why ROI models often look better on paper than in practice. Kristy and Adam share what finance leaders should evaluate before assuming technology will pay for itself and how to tell the difference between real savings and reclassified spending.

Watch the full episode here: https://www.youtube.com/live/n557EkJaWag 

Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/ 

Most technology projects don’t fail because of bad software, they fail because of bad budgeting. In this episode, Kristy Barber joins the conversation to unpack the most common financial mistakes organizations make when funding new technology. From underestimating total project costs to overlooking hidden expenses like integrations, travel, and internal labor, Kristy and Adam share real examples of how projects derail when budgets stop at the order form. The discussion also explores the cost of inaction, why small pivots can become massive budget risks, and how to build a realistic financial strategy that keeps implementations on track from kickoff to go-live.

Watch the full episode here: https://www.youtube.com/live/n557EkJaWag 

Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/ 

When finance is focused on budgets and IT is focused on speed, alignment can feel impossible. In this episode, Kristy Barber joins the discussion to unpack why these two teams often operate on different timelines and how leaders can bridge the gap. The conversation explores how company structure, reporting lines, and budgeting cycles shape decision-making, and why many digital transformations stall on the hill of funding and unrealistic timelines. Kristy shares practical advice for setting expectations early, building cross-functional alignment, and ensuring technology priorities stay grounded in business outcomes, not departmental agendas.

Watch the full episode here: https://www.youtube.com/live/n557EkJaWag 

Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/