The Most Frustrating Website Issues I Run Into

by | Sep 20, 2026 | Blog

I’ve been building websites for years, and somehow they still manage to find completely new ways to ragebait me.

Most of the time, everything works exactly as expected. Then there are those days where one tiny change breaks something completely unrelated, the mobile version decides to develop a mind of its own, or a caching plugin completely destroys a layout for apparently no reason.

These are a few of the website issues that frustrate me the most.

Caching Plugins Breaking Literally Everything

Caching and optimization plugins are great. They’re important for keeping websites fast and improving performance.

They’re also occasionally my worst enemy.

You’ll enable a setting that’s supposed to optimize CSS or JavaScript and suddenly half the website looks completely broken. Fonts are wrong. Sections are missing. Animations stop working. The header looks weird. Something that was perfectly fine 5 minutes ago is now a mess.

Then comes the fun part: figuring out which setting caused it.

Sometimes that means individually enabling and disabling options like CSS minification, combining files, delaying JavaScript, removing unused CSS, or whatever else the plugin offers. Then you clear the cache, refresh the site, check again, and repeat until you finally find the culprit.

I genuinely wish websites could just give me a popup that says:

“Hey! This section is broken because you enabled ______ in your ______ caching plugin.”

Thank you. That’s all I want. Please just tell me what I did wrong instead of making me spend an hour playing detective.

Plugin Conflicts

Plugins are one of my favorite things about WordPress, but they’re also responsible for some of the weirdest problems.

You can have 20 plugins peacefully coexisting for months. Then one of them gets an update and suddenly another plugin stops working.

The frustrating part is that the problem isn’t always obvious. A form might stop submitting. A module might stop displaying correctly. Something in the WordPress dashboard might disappear.

And of course, there’s rarely a giant warning telling you which 2 plugins are fighting with each other.

Sometimes the easiest troubleshooting method is literally disabling plugins one by one until the problem magically disappears.

Random Mobile Bugs

Desktop looks perfect. Tablet looks perfect. Mobile looks perfect.

Then you check one specific phone size and suddenly a button is hanging halfway off the screen.

Responsive design has gotten significantly easier over the years, but random mobile issues still happen all the time. Text wraps differently. An image suddenly becomes enormous. A section develops mysterious extra spacing. Something that was perfectly centered on desktop decides it wants absolutely nothing to do with the center anymore.

Usually these are easy fixes once I find them. It’s figuring out why they’re happening that drives me crazy.

The Classic “I Changed It, But Nothing Changed”

This one usually circles right back to caching:

You make a change. You save it. You refresh. Nothing.
You save again. Nothing.
Then you clear the website cache. Clear the browser cache. Open an incognito window. Check another device. Question your sanity.

Eventually the change appears and acts like it was there the entire time.

Updates Breaking Something That Worked Fine Before

I completely understand why WordPress themes and plugins need updates. Security patches, bug fixes, compatibility improvements, and new features are all important.

But there’s always that tiny moment of fear when I hit Update. Every once in a while, an update fixes 10 things and randomly breaks the 11th.

Something that has worked perfectly for years suddenly doesn’t. Now I have to figure out whether it’s the plugin, theme, WordPress itself, or some weird interaction between all 3.

It’s especially fun when the update notes say something like “minor bug fixes.” Apparently the minor bug fix was destroying my Tuesday afternoon.

Final Thoughts

Troubleshooting is just part of web design. As frustrating as these issues can be, solving them has taught me a lot over the years.

I’ve gotten much better at narrowing down problems, checking plugins, clearing caches, inspecting elements, testing different devices, and figuring out what changed right before something broke.

But I still stand by my idea that websites should simply tell us what’s wrong.

“Hey, your caching plugin broke this.”
“Plugin A is fighting with Plugin B.”
“This looks weird on an iPhone for absolutely no reason.”

Give me that feature and I’ll be happy.