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From a security perspective, both are concerning because of the privacy issues. If done "correctly", AdWare should only show you ads where as SpyWare sends potentially sensitive data back to the sponsoring host. I use numerous applications that are "AdWare Supported" but none that install SpyWare....
SpyBot has an 'innoculate' feature where you can block out about 1500+ known-bad spyware applications so even if you click yes by accident it won't let it install.
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