Haunted by a should

There are all these shoulds in my life. I should get a job so that I can at least contribute to my expenses. It doesn't matter if my parents can afford my rent and if I work full-time as a volunteer. If my parents couldn't swing it, I wouldn't live in such an expensive neighborhood adn I wouldn't go out all the time and I would wait tables or do whatever I had to do. I have no sense of fiscal responsibility and I'm not sure how I am supposed to fix that. I haven't collected a paycheck in close to 2 years and I haven't realaly been willing to take a job that I didn't want. I didn't want to temp or teach SAT prep or work at night. I have taken tons of unpaid positions in the past 2 years and until the past couple of months, I have been really busy. I miss being busy. I am looking forward to a very rigorous fall semester, although i'll be stressed as I am going through it.
I should get more exercise and I should eat more healthfully. I miss being in shape and I miss being a gym rat - but apparently not enough to get myself back to the gym on a regular basis. When I go, I'm happy i'm there and promise myself that I will be back soon. I remember waking up early every morning to exercise- it's not like I liked getting out of bed early in the morning but I knew I wouldn't be thrilled to get out of bed 90 minuted later. I liked feeling athletic and limber. Do i miss it enough to get myself back there?
My dad thinks i should pray more and observe more strigently. For years, I have been telling myself that my dad has no place in my relationship with G-d, that it is the most private relationship one has, my dad is just wants me to affirm his values- do I really believe that?
I dont' know what I believe and what I should do- but i'm tired so i'm going to go to bed and read my book. ('It's a Slippery Slope" by Spalding Gray)