IT MATTERS Podcast
Oct 9, 2026
This episode of the IT Matters Podcast features a conversation between host Keith Hawkey and guest Neil Stein, seasoned IT leader and Senior Vice President of Technology Services at OrthoCarolina. Neil shares insights on the evolution of technology, problem-solving skills, and the importance of curiosity in IT. Together, they explore how a solid foundation of knowledge, paired with the habit of asking the right questions, can shape the next generation of tech leaders.
Conversation Highlights:
0:00 Introducing Neil Stein and his IT journey
[5:39] From chemistry to a career in technology
[12:43] GUIs and the art of troubleshooting
[16:28] Advice for new IT professionals
[20:44] Why the best leaders keep asking questions
[29:04] Connect with Neil
Notable Quotes:
"Talk to your peers. Question things. Be curious. Those are the fundamental pieces as you're a leader." - Neil Stein [18:20]
"From day one, as soon as you graduate high school, be the person asking the questions and never stop." - Neil Stein [21:28]
Connect with Neil Stein on LinkedIn.
Read the transcript: Episode 42
The IT Matters Podcast is about IT matters and matters pertaining to IT. It is produced by Opkalla, a technology advisory firm that helps their clients navigate the confusion in the technology marketplace and choose the solution that is right for their business.