Giving Money Anonymously to Other People: How?

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 have traveled, 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…