Like Paul_M I practiced first on test forums but I still spent over 20 hours if you include the test forums. Basically none of the old hacks worked but the good news is there are new plugin hacks to replace them. I had also changed many of the templates and with the new features in 3.5.X I had to start over with most of the templates re-adding the changes. I use several different styles so it was time consuming.
Our site is also integrated into vBulletin so I had to change a lot of the code I was using addressing the database. More good news is 3.5.X code is much better if you are using vBulletin as a backbone for your site. Again most of my templates had to be upgraded before 3.5.X would work properly.
With the addition of hooks and plugins vBulletin is a lot easier to alter and debug. The ajax features alone are worth the upgrade not to mention all the other enhancements.
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