I keep my equipment for years. So depends on the type of component (amplifier, preamp, DAC, etc). Generally, I would buy used where there are no moving parts, age (less than x years), condition is an 8 or better vs price (discount from new if current model). For items with moving parts (CD players, turntables, etc.) generally no, but have done so on a CD transport and a phono cartridge where I knew the seller.
For open-box (new or returns) - condition, seller (store or individual) and discount from new selling price would be determining factors for me.

