[mothered]

@mothered 
For the second account to order the "wrong" item, I was intending on telling one of my friends to use his account to order to his own address which is relatively close to mine. The only possible complication is that around 3 years ago I ordered something legitimately (did not SE) to his address from my account. Would this be something that Amazon would detect and possibly lead to the WIR method failing or is it something too insignificant?

Given It took place 3 years ago for a legit purchase and without a claim being opened, It's very unlikely they'll associate the accounts.