Give yes. Lend, probably not.
When a family member hit hard times, I swore I wouldn't give money until he hit bottom. His lifestyle includes bankrolling two adult children for their beer and party money, eating out multiple times per week, expensive bottles of wine, wine tasting and happy hours -all posted to Facebook with alarming frequency! He was out of work for nearly two years and couldn't make the minimum payments on his massive cc debt. I had no interest in putting money into that situation but when he got serious about things including not being so picky about jobs and declaring bankruptcy, I gave him a few thou to help get back on his feet.
Unfortunately he doesn't appear to have learned much. Facebook is still full of photos of fancy dinner with expensive cocktails. It made me feel much better to do it. I didn't expect repayment and told him it was a gift (even including the keeping my mouth shut and not judging lifestyle), but they've been paying it back anyway.
In the grand scheme of things, it was a small outlay to me but gave him peace of mind for two months to not worry about missing rent. When he asked for more, I said no. When he asked for a loan to buy stock options, I said no. But when it was affecting his mental health, I freely offered.