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PODCAST

ByteSized

Hi, I’m Kyler Cheatham, host of the ByteSized podcast, where we dive into the dynamic world of digital transformation and its impact on businesses today. Each episode features insights from industry experts and thought leaders who share their experiences, challenges, and successes in navigating enterprise tech. From Industry 4.0 to SAP S/4HANA, ERP, artificial intelligence, and beyond, our experts unpack it all! Subscribe now and transform the way you think about technology in your business!

technology

All Episodes

3:10

Blame Breaks Project Collaboration

ByteSized ·

2026/10/08

Mistakes during project handoffs are inevitable, but turning them into a blame game makes the problem worse. This episode explores how teams can treat testing, missed requirements, and failed handoffs as opportunities for continuous improvement instead of arguing over who did their job.Watch the full episode here: https://youtube.com/live/S4iE0FOHNTE Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram

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3:28

How to Prevent Project Handoffs From Failing

ByteSized ·

2026/10/07

Successful handoffs require more than simply passing work to the next team. This episode explores how clear processes, complete documentation, and defined ownership prevent missed steps, delays, and workarounds that create bigger problems later.Watch the full episode here: https://youtube.com/live/S4iE0FOHNTE 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

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4:34

Bad Project Handoffs Create Bigger Problems

ByteSized ·

2026/10/06

Every handoff from the business to the PMO to IT creates an opportunity for critical information to get lost. This episode explores how clear requirements, executive sponsorship, and business participation in testing prevent teams from building and deploying something the business never truly approved.Watch the full episode here: https://youtube.com/live/S4iE0FOHNTE Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram

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4:01

Why Enterprise Technology Projects Fail

ByteSized ·

2026/10/05

Enterprise technology projects can look perfect in the boardroom and still struggle when they reach real operations. This episode explores how missed dependencies, competing moving pieces, and premature go-lives create failure points, especially in complex manufacturing environments.Watch the full episode here: https://youtube.com/live/S4iE0FOHNTE Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram

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3:51

When Project Momentum Becomes the Problem

ByteSized ·

2026/10/02

Keeping a project moving is not always the right goal. This episode explores when teams should keep their pace, when a reset is necessary, and how regular check-ins can confirm you are still moving in the right direction.Watch the full episode here: https://youtube.com/live/NTWAY5x2iLY 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

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3:04

When Middleware Becomes Technical Debt

ByteSized ·

2026/10/01

Middleware can solve integration problems, but it can also become the bottleneck holding every project back. This episode explores how under-resourcing, growing dependencies, and poor integration visibility can turn middleware into another layer of technical debt.Watch the full episode here: https://youtube.com/live/NTWAY5x2iLY 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

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5:34

Who Should Own Your Technology Systems?

ByteSized ·

2026/09/30

Technology ownership gets complicated when the business, IT, and enterprise architecture all play different roles. This episode explores how to divide responsibility for systems, integrations, and technical decisions while keeping technology aligned with what the business actually needs.Watch the full episode here: https://youtube.com/live/NTWAY5x2iLY Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram

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3:43

AI Will Expose the Problems in Your Tech Stack

ByteSized ·

2026/09/29

AI cannot compensate for fragmented systems, inconsistent data, or technology that no longer fits the business. This episode explores why AI acts as a mirror for your technology environment and how existing tech debt can limit the value of even the most advanced tools.Watch the full episode here: https://youtube.com/live/NTWAY5x2iLY 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

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4:26

When Legacy Technology Becomes a Business Risk

ByteSized ·

2026/09/28

Old technology does not automatically need to be replaced, but unsupported hardware and limited recovery options can fundamentally change the risk. This episode explores how to determine when a legacy system has become a real business continuity problem and whether that risk should be accepted or addressed.Watch the full episode here: https://youtube.com/live/NTWAY5x2iLY Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram

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4:49

How PMOs Hold Vendors Accountable

ByteSized ·

2026/09/25

External vendors are often responsible for critical pieces of a project that the PMO cannot directly control. This episode explores how strong governance, clear acceptance criteria, and getting your own house in order give PMOs the influence needed to hold vendors accountable.Watch the full episode here: https://youtube.com/live/AfeUCf5HzUo Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/ Follow me

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5:18

What Should a PM Do When Decisions Stall?

ByteSized ·

2026/09/24

Project managers cannot simply wait when decisions, approvals, or resources are holding up delivery. This episode explores how PMs should follow up, document blockers, escalate appropriately, and determine when a stalled project is really a business prioritization problem.Watch the full episode here: https://youtube.com/live/AfeUCf5HzUo 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

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4:02

The PMO’s Role in Technology Governance

ByteSized ·

2026/09/23

A PMO should do more than track projects once work begins. This episode explores how the PMO can govern intake, clarify business needs, develop requirements, and facilitate the relationship between the business and IT from request through delivery.Watch the full episode here: https://youtube.com/live/AfeUCf5HzUo 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

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4:50

What Destroys PMO Credibility?

ByteSized ·

2026/09/22

A PMO loses credibility when commitments are missed and the business is left wondering what happens next. This episode explores how communication, realistic commitments, resource alignment, and business-led prioritization help a PMO become more than a project reporting function.Watch the full episode here: https://youtube.com/live/AfeUCf5HzUo Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/ Follow me

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3:20

Why Your PMO Has No Real Authority

ByteSized ·

2026/09/21

A PMO can manage projects without actually having the authority to prioritize them. This episode explores how enterprise and business-level PMOs should structure project intake, evaluate competing priorities, and coordinate demand across the organization.Watch the full episode here: https://youtube.com/live/AfeUCf5HzUo 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

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7:12

When the Business Starts Building Its Own Technology

ByteSized ·

2026/09/18

When IT cannot deliver fast enough, business teams increasingly build their own solutions, especially with AI making development more accessible. This episode explores how that shift exposes gaps in capacity, governance, security, and the relationship between business and IT.Watch the full episode here: https://youtube.com/live/mk5vuylfUOw 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

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6:46

The Business and IT Need a Relationship Manager

ByteSized ·

2026/09/17

As business needs become more complex, simply handing requests to IT stops working. This episode explores how business relationship managers translate between operational needs and technical capabilities while keeping both sides aligned with the organization’s strategy.Watch the full episode here: https://youtube.com/live/mk5vuylfUOw 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

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4:54

Who Should Own Technology Governance?

ByteSized ·

2026/09/16

Technology governance is not owned by a single department. This episode explores how responsibility should be divided across business, IT, procurement, architecture, and leadership, and why governance should ultimately remain an internal business capability.Watch the full episode here: https://youtube.com/live/mk5vuylfUOw 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

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4:10

AI Is Changing the Relationship Between Business and IT

ByteSized ·

2026/09/15

AI is giving business teams more power to build and adopt technology without relying entirely on IT. This episode explores how that shift changes IT’s role from gatekeeper to advisor and why trust, governance, and security become even more important as technology becomes more decentralized.Watch the full episode here: https://youtube.com/live/mk5vuylfUOw Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram

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3:01

Why Business and IT Have to Work Together

ByteSized ·

2026/09/14

Technology can only enable the business when IT understands what the business needs and the business understands what technology can provide. This episode explores why stronger collaboration leads to better requirements, better technology decisions, and fewer costly disconnects.Watch the full episode here: https://youtube.com/live/mk5vuylfUOw Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/ Follow me

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4:48

Complex Business Processes Require Better Requirements

ByteSized ·

2026/09/11

Complexity does not automatically mean you need a new or highly customized system. This episode explores how detailed requirements, exception scenarios, and strong business analysis help determine what your technology actually needs to do before you start evaluating solutions.Watch the full episode here: https://youtube.com/live/oMFwSxHlAtk Connect with me on LinkedIn https://www.linkedin.com/in/kylercheatham/ Follow me on Instagram https://www.instagram.com/kyler_cheatham_tech/ Follow me

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259 results

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