Questions: Girl's Behavior

So since the start of last month I've been helping - or trying to - help a friend who is having some issues. To be clear they ASKED for my help initially, as I didn't know of the situation they were in until recently (had I known I'm the sort who'd have offered help).

They lost their job
They may need legal help
They will need finanical help / housing, etc.

All of these things I can assist with due to my career & various professional connections.

But I'll send this friend an email or a text message asking you know do you want this, do you want that. Do you want to talk and sort of voice your worries, concerns, etc. - as we've done and/or as will do whenever this friend gets it into their head that they want to talk.

They almost never respond to my questions, etc. They barely communicate - but expect me to help with serious issues (such as money or housing) - and when I text rarely text back.

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They say they appericate the help & all but those are just words. And I was always raised that words don't mean much without action. And a text when sitting at home jobless doing nothing - as they've admitted - beyond asking for money or help with housing isn't much.

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And it's getting to the point... I'm getting tired of trying. I am extremely patient by nature but it really is getting to the point of why am I even trying anymore.

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I'm asking for opinions cause I'm not actually a pushover. I'm not helping this person to earn their favour or something. I'm helping cause that's the sort I am. ... But on reverse if I decide enough is enough with anyone that I deal with I just cut them out of my life cold turkey

He is my supervisor. The female coworker and him don't work together but she tries to strike up conversations with him and sit next to him in team meetings. He seems to like her as a person but is married with kids. Recently she asked me what he studied in college. Does she want to date him?