‘I’m 63 and hate my work. Should I claim Social Security and quit my job?’

Dear Quentin,

I’m 63 and desperately hate my work. I’ve had the same job for the last 19 years and every day I’m there, I just want to quit. I have $330,000 in cash and investments, $30,000 in my employer’s retirement fund and a remaining mortgage of $83,000. The payment (including property taxes) is $1,255 a month.  

I’m…