For bloggers and web publishers who use WordPress in busy sites, it is understandable when they hesitate to perform an upgrade because just a minor glitch usually means frustrating their users and losing revenue.
Certainly this is not desirable.
For people who customize WordPress heavily, the thought of losing all the hard work or have to do it all over again certainly hold them back.
If you can relate to one of the above situations, there are still ways you can upgrade confidently. The answer lies is testing.
While it involves more work, it also gives you peace of mind during the whole upgrade process. Remember as said earlier, this may be the last time you have to go through this process manually.
After you’ve gone through the whole thing, you may realize that even with the manual process, it is not as hard as you might imagine.
If nothing else, these upgrades allow you to create a testing platform for experimenting. If you are a theme developer or tester, or if you are developing WordPress plugins, you will be able to test them with a production-like environment with real data, complete plugins and your own theme.
Finally, in the worst case, you have to migrate your plugins or existing theme to make them compatible with WordPress 2.7 or disable the plugins until upgraded versions are available. But of course, you can choose to not upgrade if you want to make sure everything runs smoothly in 2.7 before you upgrade.
You can even speed up the process plugin migration process — but avoid pushing as the authors may do this for free — by encouraging the plugin developers to update their plugins. If enough people want the support, most likely it will happen, unless the developers don’t plan to continue the development again, for which you should start seeking an alternative or even take over the project.
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