Why Software Updates Matter

This chapter of Manage IT Better is about the update prompt most people dismiss. Sean Pennington walks through why “I’ll do it later” is how meetings drop, apps crash, and known holes stay open.

The habit is familiar. An operating system notice or a line-of-business patch looks minor, so it gets ignored. As an MSP we do the opposite. We automate updates for Microsoft 365, Java, and other line-of-business apps, and we schedule operating system updates so they do not hit in the middle of a sales call. A Zoom or Teams session that dies while you are closing a deal is not a small inconvenience. That is work stopped.

Security is the first reason to stay current. Vulnerabilities are how attackers get a foothold. One unpatched bug is rarely the whole story. They chain a small hole to another until they get around the controls you thought were enough. Skip the “little” security fix and you are rolling the dice. A hit can mean ransom, locked files, and a bill that ends the company.

Updates are not only security patches. Performance and bug fixes keep audio from cutting out, stop sudden crashes, and keep software from fighting the latest Microsoft or Apple release. Sean’s Apple server example is the compatibility problem in plain terms: the OS update was required, the server software lagged, and management broke. Printers do the same thing after a Windows or macOS change. OS and apps have to move together.

The last point is how the work gets done. We test updates on our own systems first when we can, hold back a release that would stall a client, and still tell you the truth: we cannot duplicate every printer and every piece of hardware in every office. Scheduling automatic updates and restarting on a regular cadence still prevents most of the surprise failures. If a machine has not been rebooted in six months, that is usually the first question for a reason.

Watch the video if updates are still a staff decision instead of a scheduled process.

Key Takeaways

  • Ignoring OS and application updates is how a “small” patch becomes a dropped meeting or a crashed app during a deal.

  • Security fixes close holes attackers chain together. Skipping them is rolling the dice on ransomware and locked data.

  • Performance and compatibility updates matter too. An OS change can break apps and printers if those products aren't updated to match it.

  • Schedule updates outside working peaks. Automate Microsoft 365, Java, and other line-of-business patches where you can.

  • Test first when possible, and be willing to hold a bad release. An MSP should be able to roll back.

  • Restart on a regular cadence. Machines left up for months collect the failures people blame on “updates.”

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