To answer question 1, I would say that you won't find out if you're miserable being an entrepreneur until you've tried being an entrepreneur.

I have recently had the good fortune of being able to try different things out in terms of job types and what I like doing versus what I don't like doing.

Question 2 is maybe a little beside the point, but still; if I were you, I wouldn't take the advice literally.

Some in-depth career test that I took said I should be a librarian. Nothing against librarians, but I would think that would be boring (for me).

The second option was lawyer. (Honestly I'm not even sure what lawyers do on a day-to-day basis even though my dad is one).

So, as you can see, I have not taken those suggestions to heart. You are not reducible to people's advice nor are you reducible to one strict "career path" that you must follow rigidly.

My best advice to you would be to try things you're interested in, and to keep your options open. If something fails, then you'll know that you don't want to do said thing anymore. Or you'll know what to do differently next time.