When Is It Enough or Too Much?

Are we required to work jobs we don't like? Even if we're 23 and our dreams haven't faded at all from when we were starry eyed in college? If I'm unhappy and stressed out but have nowhere to leap, do I jump anyway? And once I decide to make a change, is it laughable to pursue a pipe dream instead of taking the practical route and utilizing my skills and talents to find a practical job that "sucks less" than other jobs?

If I don't have a family to support, can't I just jump? Can't I just go for it? What's keeping me here, in this rut, that smells awful and is getting increasingly less comfortable?

Can we apply "tis better to have loved and lost than never to have loved at all" to our aspirations? Should I chase a fickle love and leave myself open to failure? Or should I bear a safety net and take something I'm good at, but always fawn for the one thing I never really strived for?

Can you tell I've already told myself what the answers to these questions are?