I have a pretty good job working IT support which will provide a decent retirement. I own a home, have kids and a wife. At the job Im at now I get to work from home 2 days per week, but dont get opportunities for promotional opportunties, have to pay my own school costs, and dont get much respect, cause shit always rolls down hill. Im going to a job interview tomorrow for a job with a different agency, doing something similar, minus the free parking and two days of working from home a week. This job, if I get it, which is a big if, would net me around 16k extra per year. It would also require me to work much harder and learn new software and infrastructure of the agency. Im just not sure its all worth it. I do ok in the cash department, and the job perks are nice. Im nearly 40 and not sure if I want to go to a whole new department and learn all of their new bullshit, what subtly rules they have in place etc. I wonder if you guys ever get to this point, where its like, I do ok for my cash, so not sure I need to keep climbing. Should I just be happy with what I have? How do you know when you have made it?