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047 - Is DNS Over HTTPS Actually Private? What ECH Fixes That DoH Doesn't
Turning on DNS over HTTPS does not make your browsing private. The hostname you are trying to reach still leaks in the TLS handshake through the Server Name Indication field, and that is the part…
046 - Can Claude Code Help SysAdmins? Scripting, Log Analysis, and the Claude.md workflow
The skepticism is earned. Most AI demos are built for developers. Most AI hype is vendor noise. And most SysAdmins have better things to do than adopt another tool that solves a problem they may or…
045 - Why is It ALWAYS DNS?!?
It's always DNS. Every SysAdmin has said it, usually at the worst possible moment. This episode is the explanation for why that joke is only half a joke.Andy and Eric walk through how DNS actually…
044 - Hyper-V Failover Clustering in 2026
Failover clustering is the part of Hyper-V that trips up the most people, especially anyone arriving from the VMware side. In this episode Andy Syrewicze and Eric Siron pick up directly where episode…
043 - Getting Started with Hyper-V in 2026
Hyper-V has been around since 2008, runs Azure, runs Xbox, and still gets overlooked by shops fleeing VMware/Broadcom pricing. In this episode Andy Syrewicze and Eric Siron go back to basics: what…
042 - Should SysAdmins Job Hop or Stay Put? There's a Secret Option C....
Andy and Eric Siron tackle one of the most debated questions in IT careers: do you find a company and stay for the long haul, or do you job hop every few years to chase better pay and new challenges?…
041 - Is Microsoft Giving Up on Security? - The SFI Leadership Shakeup Explained
Andy and Paul Schnackenburg dig into a leadership change at Microsoft that has the security community raising eyebrows. Charlie Bell, the executive vice president of security who championed the…
040 - Big Tech Owns Your Compute... Should you be Worried?
After a brief hiatus, the crew is back! Andy is joined by both Paul Schnackenburg and Eric Siron to tackle a big question: what happens when access to compute becomes a subscription privilege instead…
039 - BitLocker, Key Escrow, and the Microsoft Trust Question
Microsoft reportedly handed over BitLocker recovery keys to the FBI as part of a criminal investigation and that raises some uncomfortable questions.In this episode of SysAdmin Weekly, Andy and Eric…
038 - Making Security Decisions Based on Data, Not Fear
This week on SysAdmin Weekly, we push back hard on one of the most damaging patterns in modern IT security: making decisions based on fear instead of facts.Security headlines love absolutes:…
037 - When Incident Response Plans Meet Reality
It’s a new year, which means it’s time for every SysAdmin’s favorite activity...... dusting off the incident response and disaster recovery plans that haven’t been touched since the Apollo moon…
036 - The Hidden Cost of Abstraction in Modern IT
Abstraction has made modern IT faster, easier, and more scalable but it’s also quietly eroding the deep technical understanding that SysAdmins used to rely on.In the first SysAdmin Weekly episode of…
035 - AI Browsers, Chromium Monoculture, and the Future of Browser Security
This week on SysAdmin Weekly, Andy goes on a (fully justified) rant about the current state of browsers and why it feels like there are no good options left for sysadmins. From Chromium monoculture…
034 - "Good Enough" Software is Ruining IT (and SysAdmins are Paying the Price)
Modern IT feels stuck in a vicious cycle: software ships faster than ever, quality keeps slipping, and SysAdmins are left cleaning up the mess. In this episode of SysAdmin Weekly, Andy Syrewicze and…
033 - Why IT Job Postings Are Completely Broken
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…
032 - Microsoft Ignite 2025: What SysAdmin Actually Need to Know
Microsoft Ignite just wrapped and shockingly, it wasn’t only about AI.(Okay, it was mostly about AI.)In this episode of SysAdmin Weekly, Andy and Paul cut through the marketing noise and walk through…
031 - How the IT Community Makes You a Better SysAdmin
This week, Andy and Eric dive into one of the most underrated superpowers in IT: community. Not the cringe corporate “community,” but the real stuff. Think mentors, friends, people who help you level…
030 - New NIST Password Guidelines Explained
Ready to leave password chaos behind? In this episode of SysAdmin Weekly, Andy and Eric break down the latest National Institute of Standards and Technology (NIST) password and identity-guideline…
029 - When Good Tech Goes Corporate
In this episode, Andy and Eric dive deep into one of tech’s ugliest trends, the ULTRA-Corporatization of once-great vendors all for the sake of excessive profit at the expense of the company and…
028 - SysAdmin Horror Stories Volume 1
Welcome to the Halloween special of SysAdmin Weekly, where Andy, Eric, Paul, and Mike gather ‘round the flickering glow of their monitors to share true tales from the trenches, the ones that still…
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SysAdmin Weekly has published 48 episodes since April 2025, covering topics in Technology.
SysAdmin Weekly is currently active with new episodes weekly. Average episode length is 1h 2m.
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