Gary Nesta Pine & Dollarman: Money
I hate gimmick records. For example, let's cover every track of Pink Floyd's 1973 classic Dark Side of the Moon, but with reggae artists. Sounds stupid, but 2003's Dub Side of the Moon is actually good. Here's the Easy Star All-Stars version of Money. The choice to replace the intro cash register with a bong is a little juvenile, but I definitely dig the rap break.
The O'Jays: For the Love of Money
It's a little overplayed and probably ruined forever by that hump Donald Trump, but I always liked this Gamble & Huff ode to all things greed performed by The O'Jays from their 1973 masterpiece album Ship Ahoy. Dollar bills y'all.
Prince - Money Don't Matter 2 Night
Prince's shot at Philly Soul from his 1991 album Diamonds and Pearls.
Dennis Brown - Money In My Pocket
Here's Mr. Brown's 1972 hit single. You can find it on about a thousand Best ofs and Reggae Hit compilations. One of my favorites is the 1993 box set The Story of Jamaican Music from Mango.