ByteSized

How AI Agents Are Disrupting SaaS Revenue Models

AI agents are changing how work gets done, from automating customer support to reducing the need for traditional SaaS seats. This episode breaks down how these shifts are impacting platforms like Salesforce and why vendors are racing to layer AI into their offerings. It also explores the risk of adopting AI reactively instead of aligning it to real business needs.
 
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Are You Wasting Millions on Microsoft Copilot?

Many organizations are rushing to buy Copilot licenses without a clear plan, assuming security and value come built in. This episode breaks down the real numbers, low adoption rates, and hidden risks behind AI “check-the-box” decisions. It also highlights why governance, strategy, and actual usage matter far more than the logo on the tool.
 
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Is the SaaS Apocalypse Real or Just Market Hype?

The so-called SaaS Apocalypse is forcing organizations to rethink how they invest in software and prove real ROI. This episode explores how AI agents, tool sprawl, and shifting market expectations are changing the value of traditional SaaS platforms. It also breaks down what operators and leaders need to understand before jumping into the next wave of technology.
 
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Who’s Really Responsible for Shadow IT in Your Organization?

Shadow systems are not created by bad employees. They are a symptom of leadership gaps, unclear communication, and tools that fail to meet real business needs. This episode explores why accountability starts at the top and how modern IT teams must evolve into true business partners to prevent risk and regain control.
 
Watch the full episode here: https://www.youtube.com/live/Gv4vefu_yfo 
 
Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ 
Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/  Follow me on TikTok https://www.tiktok.com/@kylercheatham  Connect with The Confluencial https://www.linkedin.com/company/the-confluencial  Follow The Confluencial on TikTok: https://www.tiktok.com/@the.confluencial
 
 
 
 

Why There’s No Accountability in Failed ERP Implementations

Failed implementations are rarely accidents. This episode breaks down how rushed contracts, misaligned incentives, and lack of legal diligence leave organizations exposed while vendors avoid accountability. It also explores real-world cases and why slowing down upfront is the only way to protect your business long term.
 
Watch the full episode here: https://www.youtube.com/live/Gv4vefu_yfo 
 
Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ 
Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/  Follow me on TikTok https://www.tiktok.com/@kylercheatham  Connect with The Confluencial https://www.linkedin.com/company/the-confluencial  Follow The Confluencial on TikTok: https://www.tiktok.com/@the.confluencial
 
 

Organizations Keep Making the Same Technology Mistakes

Technology failures are rarely just about systems. This episode explores how leadership decisions, lack of communication, and poor alignment create repeated breakdowns across organizations. It also dives into the real risks behind ERP investments, shadow systems, and why discipline and clarity matter more than chasing the next big solution.
 
Watch the full episode here: https://www.youtube.com/live/Gv4vefu_yfo 
 
Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ 
Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/  Follow me on TikTok https://www.tiktok.com/@kylercheatham  Connect with The Confluencial https://www.linkedin.com/company/the-confluencial  Follow The Confluencial on TikTok: https://www.tiktok.com/@the.confluencial
 
 

How Do You Justify the Cost of an ERP Investment?

Large technology investments rarely deliver immediate returns, which makes them difficult to justify. This episode explores how to frame long-term value, communicate ROI, and align leadership around the bigger picture. It also breaks down the real risks of ERP implementations, from cost and disruption to ongoing SaaS expenses.
 
Watch the full episode here: https://www.youtube.com/live/Gv4vefu_yfo 
 
Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ 
Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/  Follow me on TikTok https://www.tiktok.com/@kylercheatham  Connect with The Confluencial https://www.linkedin.com/company/the-confluencial  Follow The Confluencial on TikTok: https://www.tiktok.com/@the.confluencial

How Much Should Executives Really Know About Technology?

Technical expertise isn’t what makes executives effective in technology decisions. This episode explores why listening to internal teams and staying aligned with business needs matters far more than trying to be the expert. Strong leadership comes from balancing strategic priorities with trust in the people closest to the work.
 
Watch the full episode here: https://www.youtube.com/live/Gv4vefu_yfo 
 
Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ 
Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/  Follow me on TikTok https://www.tiktok.com/@kylercheatham  Connect with The Confluencial https://www.linkedin.com/company/the-confluencial  Follow The Confluencial on TikTok: https://www.tiktok.com/@the.confluencial

Why Your Reporting Is Broken Even If Your System Isn’t

Many organizations rely on Excel workarounds and disconnected reporting without realizing the root issue isn’t the system. This episode explores ownership of data, reporting responsibility, and the risks of over-relying on vendors or integrators. The focus is on creating a single source of truth and building reporting processes that actually support the business.
 
Watch the full episode here: https://youtu.be/RZnuL2aEU1Y 
 
Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ 
Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/  Follow me on TikTok https://www.tiktok.com/@kylercheatham  Connect with The Confluencial https://www.linkedin.com/company/the-confluencial  Follow The Confluencial on TikTok: https://www.tiktok.com/@the.confluencial
 
 
 

Should You Build or Buy AI Agents for Your Business?

The build versus buy decision is becoming more critical as AI agents enter the enterprise. This episode explores why understanding what you’re buying, how it integrates, and who owns it is essential before making a commitment. The focus is on maintaining control, reducing risk, and making informed decisions that actually support the business.
 
Watch the full episode here: https://youtu.be/RZnuL2aEU1Y 
 
Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ 
Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/  Follow me on TikTok https://www.tiktok.com/@kylercheatham  Connect with The Confluencial https://www.linkedin.com/company/the-confluencial  Follow The Confluencial on TikTok: https://www.tiktok.com/@the.confluencial