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How a Breakup Led to an Online Marketplace for Used Engagement Rings After getting dumped, one entrepreneur founded I Do Now I Don't, an e-commerce site that turns heartbreak into cold hard cash.

By Michelle Juergen

Opinions expressed by Entrepreneur contributors are their own.

Coming home to find your fiancée's diamond engagement ring abandoned on the table doesn't seem like a situation with many upsides. But for Josh Opperman, the end of a romantic relationship left him engaged with something far shinier.

In an effort to move on, the former market researcher decided to sell the ring, expecting to recoup a fair portion of the $10,000 he'd spent.

Instead, retailers offered him, at most, 35 percent of its value. In 2007 a frustrated Opperman founded I Do Now I Don't, an online marketplace for "pre-loved" engagement rings.

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