DiscoverSysAdmin Weekly033 - Why IT Job Postings Are Completely Broken
033 - Why IT Job Postings Are Completely Broken

033 - Why IT Job Postings Are Completely Broken

Update: 2025-12-05
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Description

IT job postings have gotten… weird.

In this episode of SysAdmin Weekly, Andy flies solo to take a realistic look at modern IT job listings amongst historic industry layoffs and why so many of them feel disconnected from the actual work SysAdmins do every day.

We scroll through real-world postings, talk about unrealistic expectations, role creep, and “unicorn” requirements, and break down how vague or overloaded job descriptions contribute to burnout, churn, and impostor syndrome across the industry.

This isn’t a recruiter or HR dunk session. It’s a candid discussion about how job postings act as signals, why those signals are often confusing, and how both candidates and companies can do better by asking the right questions and setting clearer expectations.

Whether you’re actively job hunting, passively browsing, or just wondering who exactly these postings are written for, this episode is for you.


Episode Resources

- Anthropic Report on AI-Enabled Cyber Espionage

- IT Specialist Simulator

- SysAdmin Weekly - What Makes a Great SysAdmin?

- SysAdmin Weekly - Is University Worth it for Aspiring SysAdmins?

- Microsoft Learn - Discrete Device Assignment

- What are DMARC, DKIM, and SPF?

- SysAdmin Weekly Website

- SysAdmin Weekly Companion Newsletter

- AndyOnTech

- Project Runspace

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033 - Why IT Job Postings Are Completely Broken

033 - Why IT Job Postings Are Completely Broken

Andy Syrewicze and Eric Siron