I'm surprised this wasn't ALL about the modern left condemning decisions they don't agree with...

The worst single decision? Me. For reading what Reddit users Googled.

most of these are bad in retrospect but these "bad" choices led to great progress in the future.

Giving in to terrorism and handing over the Palestine territories to the jews. Completely ignoring the muslim states by the predecessor of the UN. Leaving the Palestinians with the leftovers. Causing a continuing conflict between two religious groups, ending up with extremism on both sides. Which hold the world in a 'headlock' until this day.

#16
"non-tyrranical monarch"

That is a subjective conclusion

#4 so just make them out of recycled paper and use them to plant flowers, the paper will biodegrade and the coffee will act as fertilizer

problem solved

#7 Communism is there anything it "Can't" F up?

#14 " The guy who rejected Hitler's art academy application?"
Brian Reagan does a bit called "one thing led to another" being vague for leaving out the best part and said

"Adolf Hitler was turned down for art school........one thing led to another and the United States ended up dropping 2 atomic bombs on the sovereign nation of japan"

Sununu is smarter than you think...

#7 Wait til you see the results of the Great Socialist Reset from the Biden administration. Already the Southern border has collapsed and hundreds of thousands of unvaccinated unwashed welfare recipients have flooded the country. The "woke" have become one long whine, bad enough that even Bill Maher is complaining about it. It's no longer safe to express an opinion publicly.

This is only day 48 of the Brave New World.

#32 wtf no republics until 1770? There were plenty of republics, mostly city states, and several countries with parliaments.

Not making sure the Titanic look outs had their binoculars, though the biggest error in history which has been repeatedly made with disastrous results has always been "the people will rise up." They never ever do.

Saddam Hussein did not invade Iraq. He invaded Kuwait. Where do you get this garbage? Where is Emperor Hirohito? That was an incredibly bad decision.

#37 Taft didn't split the vote, Roosevelt did. Anyway, the Wilson administration led the to Republicans taking over and passing the 19th Amendment, and giving women the right to vote.