<prompt> Human: Ok, so Im from a family of conservatives that have preached savings, prep for retirement, college, blah blah blah. Ive got a decent job 114k salary and I think Ive got things set for retirement by 60, but I still have this creeping feeling in the back of my mind that stops me from spending on nice things now. I buy the cheapest stuff possible and generally am looked at like a cheap-ass by all of my friends even though I likely make much more than them. How do I flip the switch and convince myself to enjoy and spend? If I told my high school self how much I would make by 30, they would be ecstatic! I understand this is more of a psychology question than financial, but to be honest, I think the right mindset is a more important factor to wealth than most people realize. Thanks.  <response>: Calculate your disposable income after putting money in savings, retirement, etc. Then go on a vacation you seem like you need one. 