SysAdmin Weekly

Andy Syrewicze and Eric Siron

Welcome to the SysAdmin Weekly Podcast, your go-to source for IT-related content tailored to busy system administrators in the trenches. Hosted by longtime sysadmins and Microsoft MVPs Andy Syrewicze and Eric Siron, this show dives deep into the challenges and solutions that matter most to sysadmins on any given day. From technical know-how to real-world insights, SysAdmin Weekly is dedicated to those tireless professionals who keep our digital world running. Tune in for relevant topics, expert advice, and engaging discussions to make your busy schedule a little bit easier.

  1. 10月23日

    027 - Is University Worth It for Aspiring SysAdmins?

    In this episode of SysAdmin Weekly, the crew tackles one of the most debated questions in IT: Is university still worth it for aspiring SysAdmins in 2025? Joining Andy is a friend of the show, Clay, a newly graduated IT professional from the Netherlands who shares his journey from tinkering with PCs as a kid to landing his first SysAdmin role. Together, they unpack how well higher education prepares students for real-world IT and where it still falls short. Listeners can expect an honest, grounded look at the difference between theory and practice in modern IT. The conversation covers: - Whether university programs keep pace with the speed of tech. - What parts of formal education still provide lasting value. - How certifications, home labs, and real-world experience stack up against degrees. - Clay’s early-career lessons, including his first big outage (spoiler: it *wasn’t* DNS this time). - The timeless SysAdmin truths about troubleshooting, documentation, and learning by breaking things. This episode bridges the gap between the classroom and the server room with a mix of humor, career wisdom, and a few painful flashbacks to subnet calculations. Whether you’re a student, a career-switcher, or a long-time admin wondering how the next generation is being trained, this one’s worth your time. Episode Resources - SysAdmin Weekly Website - SysAdmin Weekly Companion Newsletter - Email the show - AndyOnTech - Project Runspace - Clay’s LinkedIn - F5 Networks breach news article - SolarWinds Supply Chain Breach

    1 小時 13 分鐘
  2. 10月16日

    026 - Burnout in IT: Why So Many Tech Pros Are Struggling (and How to Cope)

    Burnout in IT is not just “being tired”, it’s a silent crisis affecting countless tech professionals, SysAdmins, engineers, and ops folks who are running on empty. In this episode of SysAdmin Weekly, we dig into the mental health stressors built into the tech industry: constant change, imposter syndrome, “always-on” culture, notification overload, and more. Co-host Eric Siron and Andy share real stories, data, and actionable tactics from boundary-setting to seeking help that can make the difference between surviving and thriving. Whether you’re feeling burnt out, concerned about a teammate, or just want to build a healthier tech culture, this episode is for you. Covered in this episode: - The mental health “baseline” in tech: diagnosis rates, productivity loss, burnout prevalence - Why imposter syndrome is especially tough in IT - The role of organizational culture, remote work, and tool overload - Practical practices: micro-breaks, peer support, therapy / coaching, building psychological safety - What leaders and managers can do to make tech workplaces more sustainable Tune in and pass it on to anyone in tech who needs a reminder they’re not alone. Episode Resources: - SysAdmin Weekly Companion Newsletter - AndyOnTech - Project Runspace - Perplexity CometJacking Attack - Satya Nadella Microsoft AI Interview - Slack: Mental Health in Tech (2020) - TechUK - Addressing Mental Health in the Tech Industry (Burnout Index 2022)

    1 小時 20 分鐘
  3. 10月9日

    025 - What is Cloud-Native? (And Should You Care?)

    In this episode, Andy teams up with Microsoft expert and Aussie tech legend Paul Schnackenburg to break down the buzzword that’s haunting every IT strategy deck: Cloud-Native. Together, they unpack what it really means in a Microsoft ecosystem from ditching on-prem Active Directory and ConfigMgr to embracing Entra ID, Intune, and Autopilot. Along the way, they hit on real-world migrations, the trade-offs of control vs. convenience, and why hybrid identity might actually make you less secure. Expect analogies about Death Stars, cruise ships, and even the Magic School Bus, because of course they did. Whether you’re an MSP plotting your clients’ next move or an IT pro trying to future-proof your environment, this episode’s your field guide to surviving (and thriving) in a Cloud-Native world. NOTE: As a reminder, be sure to share your IT Horror stories with us! We’d love to share as many as we can during an upcoming Halloween episode! Episode Resources: - CVE-2025-32463 (Sudo vulnerability details) - CISA KEV Catalog (Known Exploited Vulnerabilities) - SysAdmin Weekly Episode 22 – IT Documentation (Referenced in comments segment) - SysAdmin Weekly Episode 3 – WSUS Deprecation Discussion - Azure Files Overview - Microsoft Intune Autopilot Device Preparation (v2) - Microsoft Universal Print - Windows Autopatch Overview - Azure Arc for Servers - PowerShell Summit Session: Secure Management of Secrets with Azure Arc (Referenced by Andy) - SysAdmin Weekly Companion Newsletter - Contact the show

    1 小時 10 分鐘
  4. 9月11日

    021 - Microsoft Entra ID Conditional Access Explained

    This week on SysAdmin Weekly, Andy is joined by regular co-host Paul Schnackenburg for a deep dive into Conditional Access, the cloud-era identity firewall you could say? and a cornerstone of Zero Trust security in Microsoft 365 and the Microsoft Cloud. We cover everything from the basics of conditional access policies to the nuances of break-glass accounts, layered policies, and how to avoid locking yourself (and your entire org) out of Entra ID. Along the way, we touch on Microsoft’s security defaults, authentication strengths, and the role of risky sign-ins and user risk detection in identity protection. Paul and Andy also share war stories from the trenches: configuring fresh tenants, wrangling MFA requirements, and learning why documentation and backups of your conditional access policies matter more than ever. Plus, there’s plenty of SysAdmin banter on Intel’s decline, ARM’s dominance, and even foldable phones! If you’ve ever wondered how to design policies without creating chaos or how to modernize your security controls without overwhelming your users, this is the episode is for you. Episode Resources - SysAdmin Weekly Companion Newsletter - AndyOnTech - Project Runspace - Microsoft Security Defaults Overview - Microsoft Entra Conditional Access Documentation - Microsoft Identity Protection (Risky Sign-ins & Users) - Authentication Strengths in Entra ID - Meister.dev – Conditional Access Testing Tool - Meryl Fernando’s Conditional Access Documentation Tool - Podcast with Tarek Dawoud on Entra ID Architecture

    1 小時 3 分鐘

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簡介

Welcome to the SysAdmin Weekly Podcast, your go-to source for IT-related content tailored to busy system administrators in the trenches. Hosted by longtime sysadmins and Microsoft MVPs Andy Syrewicze and Eric Siron, this show dives deep into the challenges and solutions that matter most to sysadmins on any given day. From technical know-how to real-world insights, SysAdmin Weekly is dedicated to those tireless professionals who keep our digital world running. Tune in for relevant topics, expert advice, and engaging discussions to make your busy schedule a little bit easier.

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