Honestly, if you’ve been fighting with KB5058515 not installing on Windows 11, you’re not alone. That update—probably from May 2025 (I keep losing track)—was part of that cumulative preview aimed at polishing Windows 11 24H2. But when it refuses to go through, it’s super frustrating. You end up rebooting a hundred times, wasting time with Windows Troubleshooters that seem to do nothing, and feeling like your PC is just being stubborn. I was there. It’s a lot of trial-and-error, a few swear words, and some digging.

How I finally fixed that stubborn Windows Update KB5058515 failure

What I found out is, the root cause isn’t always obvious. Usually, it’s a combination of corrupt system files, lack of disk space, broken Windows update components, or interference from antivirus software. Sometimes, Windows gets caught up with misconfigured services or stuck update artifacts. Honestly, a clean reinstall isn’t always needed — most of the time, fixing the services or clearing caches works. Or that’s what I finally learned after banging my head for way too long.

Starting with Services — The Core Windows Update Services

The first thing that helped was making sure the essential Windows services are actually running. If these aren’t active, your update is basically doomed before it even starts. Checking and restarting these services isn’t complicated but can be a pain if you’re not used to Windows services. Here’s what I did:

How to Access and Restart Services

Just open Services by typing services.msc into the Run box (Win + R), or search for “Services” in the Start menu. When it opens, look for these critical services:

Restart Only if Necessary

Once you’ve made sure these services are set to Automatic, it’s a good idea to restart them. Just right-click and choose Restart. Sometimes doing that a couple of times helps clear up the annoying stuck states. If things still don’t go smoothly, a full reboot often makes all the difference. Trust me, rebooting after these tweaks feels like giving your PC a fresh start—sometimes, it really is what’s needed.

Dealing with The Troublesome Services

For wuauserv (Windows Update)

If the service is already running but the update still refuses to install, try stopping it—go to Properties, click Stop, wait a few seconds, then click Start again. That resets its internal state. I’ve had updates hang because of a stuck service, and this hack fixed it for me.

For msiserver (Windows Installer)

If you don’t see the service running, or it can’t start, double-click to set it to Automatic. If that doesn’t work, run msiexec /regserver in an Elevated Command Prompt—sometimes registration issues cause the installer to be grumpy. Also check dependencies; sometimes, other related services must be active first.

For CryptSvc (Cryptographic Services)

If it won’t start, that could be a sign of system corruption. I ran sfc /scannow and Dism /Online /Cleanup-Image /RestoreHealth as part of fixing this. These commands fix corrupted system files and repair the image, which sometimes helps cryptographic services get unstuck. Also, check in Event Viewer for any errors related to cryptographic failures.

Final Steps — Reboot and Try Again

After messing with all these services, close the window, do a full reboot, then try installing KB5058515 again. In my experience, a clean reboot after service resets often clears out whatever background deadlock was blocking the update from installing. It’s like giving Windows a fresh chance.

Extra Tips I Picked Up Along the Way

TL;DR & Wrap-up

The main takeaway? Focus on these core services: BITS, wuauserv, msiserver, and CryptSvc. Make sure they’re set to Automatic, restart them, reboot your PC, and then try installing the update again. Usually, it’s this simple step that unsticks everything. If system corruption is involved, running sfc /scannow and Dism /Online /Cleanup-Image /RestoreHealth can help clear out the underlying issues.

Honestly, it took me a couple of tries to get it right, but once I did, KB5058515 installed without fuss. Hope this helps — it took me way too long to figure out, but hey, now I know what to do for next time. Anyway, hope this saves someone else a weekend or at least a few hours of frustration.