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Many of the top "web directory" listings on MSN in competitive sectors get there by paying looksmart on a CPC basis.
Its true that Looksmart have no control over MSN serps so we must get LS to do what we want once we've the MSN algo cracked.
I think the answer to your Q is that very few people are 100% certain on how to manipulate LS listings so that it effects your position on MSN.
We've found that getting top on Ink effects our "Web directory" spots even though they're "just" supplied by LS.
J