Ten Thousand Miles

The Buy vs. Build Trap: What I Wish I Knew as a CIO (earlier).

August 18, 2026·25 min
Episode Description from the Publisher

Everyone faces embarrassing moments when starting out, but these experiences often shape our future trajectory. This discussion focuses on reframing failure and finding the value in those awkward early career lessons. If you feel stuck comparing your beginning to someone else's middle, this perspective on professional growth will help you reset your expectations. We explore why adopting a progress over perfection attitude is essential for long-term success. By looking at how minor setbacks serve as building blocks, you can approach your daily work with more confidence. Whether you are navigating your first job or pivoting to a new industry, embracing these career lessons helps you move forward without the weight of past errors. Subscribe for weekly career advice breakdowns, and let me know in the comments: what is one mistake you made that taught you a valuable lesson? Chapters: 00:00 – Intro: The Embarrassing Story From My First Strategy Meeting 04:47 – Why CIOs Don't Need a Team — They Need an Army 09:32 – The Data Doesn't Lie: IT Project Failure Rates 13:58 – AI Is Becoming a Commodity — Stop Trying to Build It 18:32 – The Real Cost of Building In-House 24:07 – How to Buy Smart: A Framework for CIOs Referenced in this episode: Vic's LinkedIn paper, "What I Wish I Knew as a New CIO." https://www.linkedin.com/posts/vic-pepe_a-30-year-look-back-activity-7490739364658860032-XeFX?utm_source=share&utm_medium=member_desktop&rcm=ACoAAAB0zZUB4hhw7iJ4uEsh5eZZF3GNL-u_kIo

Podzilla Summary coming soon

Sign up to get notified when the full AI-powered summary is ready.

Get Free Summaries →

Free forever for up to 3 podcasts. No credit card required.

Listen to This Episode

Get summaries like this every morning.

Free AI-powered recaps of Ten Thousand Miles and your other favorite podcasts, delivered to your inbox.

Get Free Summaries →

Free forever for up to 3 podcasts. No credit card required.