I don’t entirely know how to even START this topic, but I want to talk about ways to give money directly and anonymously to SPECIFIC other people.
There are at least two ways I know of for individuals to most effectively give money directly to STRANGERS who most need it, and one of those is to give money to people on the street who are asking for money, and the other is to leave nice big tips for hotel housekeeping staff. But what I want to know is this: what if you have a specific friend or relative or coworker who needs money, and you know that giving someone money is a surefire way to compromise/ruin a relationship, but you want to give them money? How do you give them money WITHOUT THEM KNOWING IT WAS YOU?
One way is to put cash or a gift card into an envelope and then mail it. Ideally, you would mail it from somewhere you don’t live, and you would address the envelope using your non-dominant hand. The USPS has pretty much tanked that option for me by becoming unreliable. It used to be the case that you could count on the mail arriving where you’d mailed it; the success rate was WELL over 99%. That is no longer ANYWHERE NEAR the case. I DETEST paying bills online, and yet EVEN I have started paying some bills online, because the USPS is so unreliable. I did a test with a friend, where I mailed her ten postcards—and she received only six of them. (Though there’s still time! I still participate sporadically in Postcrossing, and I recently received a postcard that had been mailed EIGHT MONTHS AGO.) (But, like, it was mailed to me from Russia. Not from, like, Missouri.)
Another way, if you and the recipient both belong to the same church, is to give the person the money through a church representative. Huuuuuuuge issue is that there is no way to avoid the church representative knowing about it, which is EXTRA problematic if your church is in line with the whole “don’t give braggily/showily” concept. Huger issue, for me, is that I don’t belong to a church.
Another way is to see if you can arrange the payment of one or more of the recipient’s bills directly with the biller. So, for example, perhaps I could go to the recipient’s vet, or to their electric company, if I know who their vet or electric company is, and ask to make a payment on their account. Privacy laws can mess with this, and also there is no way to know for sure that the person you talk to isn’t going to realize that they could keep the money and no one would know. And, like, do I pay with cash, to make sure I don’t leave a traceable trail? I wondered if I could go to, let’s say the vet, and make a cash payment in the name of the recipient (maybe even implying that I WAS the recipient?), and ask for a receipt, and mail the receipt to the recipient? …This is seeming pretty complicated, and it requires knowledge I generally don’t have, such as which vet someone goes to.
I am pretty sure you can ship things anonymously from Amazon or Target. It seems best to give people MONEY, so that they can buy what THEY consider most important. But if you give someone toilet paper and food, then they can use their toilet-paper-and-food budget to buy something else—so that might be CLOSE ENOUGH to giving them cash. I don’t like this, though. I am imagining someone sending me shampoo and conditioner and soap and food, and having those items be very different than what I would have chosen. There are layers of dignity here, and of life satisfaction. It’s one thing if I go to a food pantry, where I know I will be choosing among the things other people have donated; it’s different if someone sends me already-chosen things directly. And there can be all kinds of things I wouldn’t know: perhaps their septic system is picky, perhaps someone has an allergy.
It is of course easier to anonymously give a smaller amount of money. You can tuck a $20 into someone’s coat pocket without a whole lot of thought or subterfuge. But what if you want to give $100? $500? $1000? $10,000? I feel like if there were good ways to do this, they would be known already, and I wouldn’t have to ask. But what if this isn’t a common issue and so it hasn’t been explored? What if hardly anyone is looking to give money anonymously? What if we can be the ones to explore it? What if our hive mind has the answers?
LET’S SAY you wanted to give a particular person $1,000, and you didn’t want them to know it was you: How would/could you do it? Or from another angle: Let’s say someone wanted to give you $1,000, and they didn’t want you to know it was them? How could they do it?
