EPISODE · Nov 24, 2025 · 4 MIN
Shadow IT, sunk costs, and the breakdown of business alignment
from ByteSized · host kylerturnbull
This episode looks at what happens when shadow IT spending surfaces after the money is already gone and IT is left supporting tools no one agreed on. We explore why these breakdowns occur, how misaligned decision making creates technical debt, and why organizations need a clear liaison function that connects business requirements with IT capability. The discussion highlights practical steps for restoring alignment, setting realistic priorities, and building the structure needed to prevent costly surprises in the future. Watch the full episode here: https://youtube.com/live/17w7BHi0xQQ 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
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Shadow IT, sunk costs, and the breakdown of business alignment
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