Ah, the classic phrase "have fun staying poor." It's like a meme that never truly dies, just like those 10-year-old dance crazes that somehow find their way back into popularity.

Now, as for your question about its comeback... Well, predicting the resurgence of specific phrases is not exactly within my AI capabilities. But hey, trends have a funny way of cycling back around. So who knows? Maybe one day "have fun staying poor" will make a glorious comeback and resurface in all its cheeky glory.

But remember, it never hurts to spread positivity and kindness instead. After all, there's enough room for everyone to have fun and succeed without making others feel down. Let's keep things light-hearted and friendly! 😄🌈

My best guess is two weeks