If he needs financial help and you know it's not a life-threatening one, it behooves you to make use of discretion in what amount you give to him. You can't be saving to safe yourself from poverty and someone who is frivolous in spending is asking for your sweat. Remember that nothing destroys a relationship faster than borrowing and lending. Most times those who borrow don't want to return it and they will act like it's their birthright to your money. For me, I've come to judge anyone who borrows from a friend but doesn't return it as placing the worth of that friend on the same amount they're borrowing. If a friend asks for 100k and doesn't return it, it means he holds your relationship with them at the level of 100k. So, what do you do? You move on and that puts an end to that relationship. Don't go bothering or fighting them for that. You can remind them once or twice but don't let it bring a quarrel. I've a situation like that at hand. Mine is that I haven't even bothered to remind the friend and it's been over a year they're supposed to have returned it. The friend is acting like they've forgotten but he's acquiring properties. It's not as if he doesn't have the money to pay back. It's a lesson we all learn but handle differently.