The PowerShell Podcast The Dos and Don’ts of PowerShell with Steven Judd and Gilbert Sanchez
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In this episode of the PowerShell Podcast, we’re joined by Steven Judd and Gilbert Sanchez, two active contributors and speakers in the PowerShell community. We talk about the Dos and Don’ts of PowerShell. We cover topics like documentation, testing, community, how you should view yourself in your growth, and even get some top tips on logging from those who have done PowerShell at the highest levels.
Key Topics Covered:
How community support leads to career breakthroughs
Learning through teaching and presenting at conferences
Overcoming nerves and imposter syndrome as new speakers
The value of async learning and accountability through PowerShell Wednesdays
Steven’s PowerShell journey from System Admin to cybersecurity educator
Gilbert’s insights on mentorship, blogging, and personal development
Embracing humility and finding joy in collaboration
Whether you’re just getting started or looking to deepen your PowerShell journey, this episode is a celebration of curiosity, courage, and community.
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.
Gilbert Sanchez
PowerShell nerd, open source contributor, and accidental homelab architect
I maintain projects like psake, lead a team of engineers by day, and automate everything in sight by night — the house runs on Home Assistant and I have no regrets. I also care a lot about making tech more accessible and welcoming, especially for neurodiverse folks. If it can be scripted or made more human, it probably already has been. Find me at gilbertsanchez.com.
