Someone close to you has been having some money issues, and it's naturally going to start affecting their social life. Your job is to be sensitive to the fact that they might not be able to do the things you used to do together. You can certainly offer to pay for them here and there, but that might only make them feel embarrassed: so avoid doing that unless it's completely unavoidable. They don't need you reminding them of their situation. It's a good time to be grateful for what you have.