1) Can I claim loses from sales if I sold to make money?
It depends. If you purchase inventory and you lose money on the sale, the loss is deductible.
2) Can I claim loses from sales if the item was a personal item (e.g. digital camera) but sold it for less than what I paid for originally? The purchase of the camera was from a few years ago.
Most of the time, personally-owned "stuff decreases in value" after the initial purchase. If you later sell them, it's almost always for less than what you paid, so there's no gain or loss to report. The IRS won't let you deduct losses on personal items.
This "Help Article" talks about your situation.
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