Ten Thousand Miles

← Ten Thousand Miles18 Aug · 25 min

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

The Buy vs. Build Trap: What I Wish I Knew as a CIO (earlier).18 Aug25 min

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