The PowerShell Podcast Falling, Learning, and Laughing with PowerShell Friends
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Recorded live from SpiceWorld 2025 in Austin, Texas, this special PowerShell Podcast bar session brings together community members Jeffery Hayes, Stephen Engler, Sean Wheeler, and Steven Judd for a fun and insightful celebration of PowerShell and community. Host Andrew Pla reflects on reaching the 200-episode milestone while sharing stories about growth, learning, and the value of connection. From early PowerShell journeys to the power of conferences, mentorship, and even a few bar-side life lessons, this lively session captures the heart of the PowerShell community.
Key Takeaways:
Community is everything – Attending conferences and connecting with peers accelerates growth, provides mentorship, and reminds you that learning is a shared journey.
Learn by doing and asking – Don’t fear mistakes or questions; curiosity and collaboration are the real career accelerators.
AI, documentation, and PowerShell’s future – The guests discuss Copilot, parameter validation, and the need for high-quality documentation to improve the next wave of AI-assisted development.
Guests:
Stephen Engler, Jeffery Hayes, Sean Wheeler, Steven Juddhttps://www.linkedin.com/in/stephen-engler/
https://www.linkedin.com/in/jefferyhayescoa/
https://seanonit.org/
https://blog.stevenjudd.com/
https://andrewpla.tech/links
Resource Links:
PowerShell Wednesdays – https://www.youtube.com/watch?v=lPoc8X7t0hY&list=PL1mL90yFExsix-L0havb8SbZXoYRPol0B
PDQ Discord – https://discord.gg/PDQ
Powershell.org– https://powershell.org
Microsoft Learn PowerShell Docs – https://learn.microsoft.com/powershell
Azure PowerShell Documentation – https://learn.microsoft.com/powershell/azure
The PowerShell Podcast on YouTube: https://youtu.be/UrsbTkR6jg8
About the Authors
Andrew Pla
PowerShell MVP, podcast host, and Community Director of PowerShell Summit
I’m a technical educator and community builder. I’m a Microsoft PowerShell MVP, podcast host, speaker, and Community Director of PowerShell Summit. I also work at PDQ alongside sysadmins and IT pros every day.
Community isn’t just what I do. It’s where I get my energy. I genuinely light up when I see someone land a new job, level up a skill, or show up to their first conference. I love sharing that passion with others.
Every week I host a live podcast and stream on YouTube covering PowerShell, automation, and the humans behind the keyboards.
If you’re on your IT journey and need someone in your corner, you’re in the right place. Find more at andrewpla.tech/links.

Steven Judd
PowerShell MVP, PowerShell Summit OnRamp Coordinator, Dad Joke Writer
I’m a lifelong IT professional, educator, and Microsoft PowerShell MVP. For more than 30 years, I’ve worked across infrastructure, cloud, DevOps, digital security, and enterprise messaging. I’m always looking for ways to make technology work better for people.
I love helping others learn PowerShell and discover the value of automation. I’ve developed PowerShell training, contributed to community books, and spoken at conferences about everything from one-liners and advanced functions to Azure, Linux, security, and building safer automation.
Learning is a lot like running a marathon: it takes a plan, consistent effort, perseverance, and people encouraging you along the way. I enjoy helping IT professionals develop their skills, solve real problems, and move forward in their careers.
When I’m not working with technology, you’ll probably find me running, cycling, mountain biking, playing the cello, or writing and creating dad-joke videos as @AwkwardJudd on YouTube, TikTok, and Instagram.
