In Seneca's case, at least, he advocated similar things (playing at being a destitute beggar every now and then) to remove fear of bad circumstances, not exactly to increase appreciation of good circumstances.
I wanna ask this person on a date. What's the worst thing that could possibly happen? They say no and I feel embarrassed. It's a lot easier to do scary things if you actually think about the consequences of failure, rather than letting animal fear control you.
This, I learned from the Stoics.