I know De La Soul had issues but not sure how much of their publishing was given to Steely Dan (but I'm not sure if DLS even knows since it was handled without them being there by the owner of the label who they still got beef with today).

Peter Gunz & Lord Tariq had to give all their publishing away plus $115,000, cause of that even though they recorded the album hoping to strike gold again with another hit with "We Will Ball" (which was dope but didn't get much push if you ask me), and "Cross Bronx Expressway" which was popular on the mixtape & underground radio shows circuit but not with commercial radio, but the album did go platinum but all that did was just pay for making the album and clearing the sample for "Deja Vu"; sidenote that album had samples from MJ & Marvin.

Conyay Mess also sampled Steely Dan for his song "Champion", they wouldn't clear it when he first submitted it but he had to write them a letter or something to convince them, I wouldn't be surprised they made him pay a ton of cash and probably most of publishing of the song as well.

3rd Bass also sampled them for the song "No Static At All" off their wack second album, not sure the story behind it but Def Jam always got money & clout to get a sample cleared.

https://tinyurl.com/y4ba6hog

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"We in here talking about later career Prince records
& your fool ass is cruising around in a time machine
trying to collect props for a couple of sociopathic degenerates" - s.blak