So, I know that 不愁 means to "not worry about" but I'm trying to figure out its exact usage. In particular, I'm trying to figure out if the phrase after 不愁 is always negative?
For example, I know we can say 不愁 找不到工作
Could you also say 不愁找工作？Or does that not make sense ?
Is it 不愁没钱 or 不愁钱？
不愁 basically means "not worried", to answer your question, I think you are looking at it the wrong way.
First of all, I think the confusion is between the using of "不" and "没", you are thinking that by adding the word "不" or "没", the sentence becomes negative. But it all based on the context you are using it in. Lets compare the examples you provided:
不愁找不到工作 vs 不愁找工作
"不愁找不到工作(Not worried about not finding a job)"
"不愁找工作(Not worried about job searching/job hunthing)"
The two sentences may translate into different meanings, but it all comes down to the same general idea, that is "Not worried, I can find a job(or maybe I don't need a job)". And that is why the sentences basically means the same thing.
Similarly with
不愁没钱 vs 不愁钱
"不愁没钱(Not worried about not having money)"
"不愁钱(Not worried about money)"
The two sentences also have the same general idea "Not worried, I have money/I don't need money)", so they mean the same thing too.
So theres no negative or positive words that you need to follow with "不愁", but instead it all based on the context. For example, if you are paying for someone and they are reluctant for you to do so, you could say "啊呀，不愁钱(lets not worry about money)" instead of "啊呀，不愁没钱(lets not worry about not having money)" as it is abit more informal.
I know this all might seems confusing, but 加油，咱不愁，会越来越好.
It really depends on the context when you say 不愁没钱 or 不愁钱（用）. For example, when you talk about doing something that requires funding but the money is not there yet. On the other hand, you know for sure there is money somewhere else that can be allocated for this "something", then you would say 不愁没钱. A different scenario: I always have $3000 cash in my account each month for purchases, my kid is asking if he can get a new computer for school, I would say 儿子，你上学需要，咱就买，咱家不愁钱.
Itis doesn't matter weather negative or positive.不愁 means you needn't warry.
