A lot of business owners do this but for personal finance, this isn't advisable 😂 especially when it's to fund lifestyle.
If it's a family business, you can fund a "strategic meeting" during holidays using company funds and have it taxed as company expenses. There has to be documentation that parties involved were part of the business.
I had it happen to me a few days ago. I haven't talked to my one of my brothers for years and the moment he has my number, he asked to borrow some cash
Gotta respect his effort for trying though, he wouldn't know it's a no until he asks~ but this is exactly why I like to be unreachable for most people. I don't hate making friends, I just don't like the relationship to be one sided benefit.