You all talking about business class, which I've considered recently, reminded me that we wanted to eat in a "fancy" restaurant before attending a concert. We had tickets in the 9th row, and the concert was amazing.
We feel slightly more ready to spend a little more than we did in the "accumulation" years yet not quite 100% comfortable with the idea.
I'm trying to get into this mindset as well, especially with the booming market this year. I listened to a podcast interview with Bill Perkins (Die With Zero), and he said something that resonated with me: "When's the party?"
In other words, when do we give ourselves permission to stop worrying about money? When are we rich enough to stop fretting about small expenses and start enjoying all this money we've saved up?
To put this into practice, I'm trying to be deliberate about spending more on experiences I enjoy. I took my son to the Nightmare Before Christmas light show at the New York Botanical Gardens, which cost $140 for tickets, and the Luna Luna art exhibit in Manhattan, which was $175. Both of those were pricy, but they were well worth it. I'm glad I went.
Also, my wife is a WNBA fan and wants to go to opening day next year, but the tickets were $400. She felt guilty about spending that much. In the past, I would've flinched a little too. But we're multimillionaires, and it's silly to miss out because of the cost when we can easily afford it.