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As for your question, getting all the stamps may take a few weeks or months, and some bonuses are infuriating, such as the "No hat powers & With One-Hit Hero Badge equipped" bonus on "10 Seconds Until Self-Destruct" as that one bonus took over 300 deaths for me.
"I don't have to prove myself to anyone"
Since I have never used Peace and Tranquility I'm not 100% sure on what it does but I've read online that "it removes the need to do the side objectives", as winning gives you all three. It also helps in different ways for different missions, such as giving you health steadily during boss battles.
So yeah, it will be easier to do it using Peace and Tranquility. But beating those really hard Death Wishes without P&T (cough cough Cruisin' for a Bruisin') is very satisfying!
To get P&T on levels that don't unlock it usually after 2, 3 or even 50 deaths, go to the options, red tab and tick on "Assist Mode". It will give you 8 health instead of 4. Enter the Deathwish. If you wish to play it but with the standard 4 health, leave the Deathwish, then disable Assist Mode. When you return to the Deathwish you wanna play, it will have the symbol indicating that P&T is active there.
note: this might affect levels with just the main goal and/or only one of the bonuses complete on Hard Mode, so be careful.
I only used it once on the dw where you have to complete chpt 1 act 3 with only 15 jumps or less. When I died 3 times, P&T removed side objectives and instead of 15 jumps, there were 24.
Here is a reddit post that explains more about it:
https://www.reddit.com/r/AHatInTime/comments/9kfaws/so_how_does_peace_and_tranquility_work_exactly/