My boyfriend has been jobless for 3 months now

First of all, I must say that he's always been a hard working guy and he's very smart. He has always gone above and beyond for me.

A few months ago, he started working as a freelance for an agency, at the beginning they had a lot of projects for him and he made a lot of money, but when his last project ended they just had nothing for him, and he hasn't made a dime in three months. He's been sustaining himself from the money he already had, but it's running out and he doesn't seem that... Worried. He's not the type to show his feelings, but I feel that in his field he should have found something by now. I'm paying for our dates and helping him out a bit, but he doesn't let me do as much as I could, he once said that I indirectly pressure him. I don't know how to approach this problem.