I (21f) haven’t dealt with someone like him (28m)yet, in a good way. He has a very unusual way of approaching things.and is old fashioned, too. Today he asked what my career goal was, so that he can help me attain that. This is the second time that he asks me this question, last time he asked me what my passions were. I appreciate his attentiveness and willingness to help me. The thing is, I don’t know what my ultimate goal is exactly. I like so many things, but I can’t do them all at once.. otherwise they’d all be inconsistent. I work in the commercial modeling industry, done a little acting, and do social media influencing. I’ve thought about creating my own company, but haven’t refined my ideas yet. Should I involve him in the creative process? And also, he owns a notable apparel company. He asked me if I want to collaborate with him (wear his stuff, like I do other brands). Although he finances the relationship entirely, he still asked for my rate. I’ve never dated someone that I’ve collaborated with, so I don’t know if I should accept it as a paid collaboration.