I have come to the realization today that when it comes to saving money, I am nuts. Not extreme cheapskates nuts, but still a little off the deep end. We are in pretty good shape financially, thanks to my tightwad ways.... Not wealthy by any means, but no debt other than small amount left on mortgage, on track with retirement, and decent savings. I enjoy saving money on things we buy and planning/budgeting it, and I think that's ok. I also think that no matter how much you have, you still need to be mindful of how you spend it. What I'm worried about is that I don't know how to "let go" sometimes, when we can absolutely afford it.
Today I planned out our meals for our upcoming trip for the 15th time (mardi gras vacation... Yes, 6 months away and I'm still obsessing over this). I have every single meal on a spreadsheet, ones we can eat in the room, ones we can split, ones we can eat off-site, etc. I have poured over the menus and am already trying to convince my DH that he doesn't really need to order a drink at each meal. I've made an ADR at Yak and Yetti and canceled it several times... I've always wanted to eat there, but just seems like it'll be a lot for a meal that sounds like the same type of food we can get at home from PF Changs. I really want to try the dessert wontons, but I keep asking if $100 plus for the whole meal is worth one dessert? I totally see the flaws in that reasoning, but I can't stop!
We have a very healthy vacation savings account, we have the money for all of this, and our financial lives would be no better off in the grand scheme of things if I saved a couple of hundred on meals over the week! And I know divorce will be a budget buster if I don't let go of adding up the costs of all my DH's drinks at meals
seriously, what is wrong
It's not just vacations, I can list several other areas of my life. And I'm not just talking about having fun shopping for bargains, which I will always love and do. Does anyone else have this problem? Any tips on how to let go and enjoy???
Today I planned out our meals for our upcoming trip for the 15th time (mardi gras vacation... Yes, 6 months away and I'm still obsessing over this). I have every single meal on a spreadsheet, ones we can eat in the room, ones we can split, ones we can eat off-site, etc. I have poured over the menus and am already trying to convince my DH that he doesn't really need to order a drink at each meal. I've made an ADR at Yak and Yetti and canceled it several times... I've always wanted to eat there, but just seems like it'll be a lot for a meal that sounds like the same type of food we can get at home from PF Changs. I really want to try the dessert wontons, but I keep asking if $100 plus for the whole meal is worth one dessert? I totally see the flaws in that reasoning, but I can't stop!
We have a very healthy vacation savings account, we have the money for all of this, and our financial lives would be no better off in the grand scheme of things if I saved a couple of hundred on meals over the week! And I know divorce will be a budget buster if I don't let go of adding up the costs of all my DH's drinks at meals

It's not just vacations, I can list several other areas of my life. And I'm not just talking about having fun shopping for bargains, which I will always love and do. Does anyone else have this problem? Any tips on how to let go and enjoy???