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With album sales in steady decline, your favorite artist may find themselves going the extra mile to bring in some supplementary cash. When it goes right, you find Apple partnering with Beats Electronics to help make Dr. Dre a billionaire. When it goes bad, embarrassing rap product endorsements can encompass everything from off-brand condoms to Hot Pockets.

Nelly Cheerios

photo: General Mills

All money isn’t good money, and with a couple slip-ups, it’s easy to go from an aspiring mogul to the endorsement hall of shame. With pictorial and video evidence, here are some artists who lowered themselves in the name of raising their funds and their profile.

Photo: YouTube

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