I suspect you notice the issues more on your 60D as the higher resolution sensor will show up any issues that the lens has more than your 1000D did. Also as you mention the more time you spend doing photography the more critically you look at your own photos.
Any lens that starts at f5.6 will not AF when used with a TC and your 60D, there are ways to trick the camera into trying to AF but it tends to give poor results. Almost all zoom lenses suffer a significant drop in IQ when used with a 1.4x. Really the best way to get extra reach is to get a longer lens, there are some relatively cheap options to do this. Have a look for a used Sigma 135-400 or 170-500, they offer very good value for the reach you get.
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