I was raised pretty upper middle class, (my dad owned a couple and was a publisher of newspapers and my mom was a teacher, so not wealthy, but they are very well respected in our community) my grandparents on my mom's side were rich (especially in land, my mom now owns a HUGE farm in 2 counties), all my aunts and uncles do well, some of them are VERY wealthy, but we have some insane stories in terms of our ancestors.
I had 3 of 4 great grandfathers killed due to boot legging (hello, they owned tons of land in Appalachia, they made whiskey!). One of my great grandmothers was first married to my great grandfathers older brother, when he got killed bootlegging, she just married my great grandfather. My grandmother who was married to the big farmer, went through a poor period in her childhood, after her father, my great grandfather was killed and before my great grandmother remarried a local banker who supposedly backed moonshiners.
I have 2 uncles who have children we don't know and have never heard of, although I know they provided for them very well. I'm the one who busted that information when I worked for the law firm another uncle owned during college.
My granddad wrote genaology books before his passing. He found the exact county in Ireland we were from (I've been MANY times) before we moved to England, and then got deported to America for being a horse thief. So, our line started so respectably! The 2 brothers who were sent out England then fought in the revolutionary war and got land grants in TN when it was still a part of North Carolina. My mom and her siblings still own a good bit of that land.
I had 2 great uncles or cousins that died on the Titanic, but they kinda sounded like *******s, so whatever. I had a great uncle/cousin who died on the Lusatania too. My grandfather didn't storm Normandy, he was a sailor right off the coast that day.
My family owned slaves and my grandparents city house and several of grand aunts/uncles owned homes that still had slave quarters on them. I'm not embarrassed of the boot leggers, but I am of that. I was also really disappointed when I found out how boring my genetic makeup is. Northern European with nothing interesting to break it up. I'm now convinced this is why I'm invisible to people with backpacks and strollers at WDW.