I'll be the first one not to want to abuse my mom, grandma, others I know, AARP is all over me to pay them money, my eyesight is poor, and I spend a lot more time in the bathroom ... but let me just say more often than not these requests (in my experience) have proven to be scams.
Case in point. Just got one for a WordPress plugin sale saying they're a senior, didn't understand this was for WordPress, they never use WordPress so they need a refund.
OK. I can understand that. Until I check out the website used for the product purchase and it is running WordPress. And the name of the website is something real scammy like instant online millions (not the real name).
It's a shame what scammers will stoop to, and it admittedly has hardened the reaction to pleas for help. Needless to say, this person just hit my JVZoo blacklist. In addition to my personal bans, the service says it has almost 10,000 emails now banned system wide. Another 3000+ emails have been banned by multiple sellers that have not (yet) deserved a system wide ban. Wow. That's a lot of fraud.