You probably don't need to worry about aerating you wort much at all if you are going to be pitching onto a cake. The oxygen in the wort is primarily needed for yeast reproduction and if you're pitching onto a cake from a low to moderate strength beer, you will probably already have a large enough population to ferment the wort without any further population growth.
You should however be aware that pitching on a cake is only reasonable if you are using a neutral yeast such as wlp001, wyeast1056 or US-05. If you are trying to produce something that should have a good fruity ester profile it is quite likely that this will not show up in the finished product as ester production occurs mostly during the reproduction phase.
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