Paternal grandfather: Left school at the age of 14, I believe, to become a butcher - that was his job until his retirement.
Maternal grandfather: I’m unsure whether he finished high school, but I know that he went into the Army during WWII (he was in his late 20’s, if my math’s right), stationed in British Guiana. After he got out, he worked for the NYC Transit Authority - I forget exactly what his job was.
Mom’s dad: Mechanic, school bus driver, county commissioner, and Chief of the Fire Department. You wear a lot of hats in a small town.
Dad’s dad: sharecropper, cotton picker, and mechanic, early in life; later owned a dry cleaning business.
My paternal grandfather was a factory worker at the Remington arms (gun factory), and a pool hustler. My maternal grandfather also worked at the Arms, and ran the family cider mill in the fall.
These are my grandfathers
Father’s Father - An entrepreneur. Started a restaurant and a hair salon business. He made it into Who’s Who once.
Father’s Step-Father - An electrician.
Mother’s Father - He was a long shoreman who moved to Hawaii to work at Pearl Harbor Dec 2, 1941. Then he wasn’t able to contact his wife (back in Elmira, NY) for 6 months and didn’t see her for several years. Then he became a fireman, then a fire Chief till retirement.
Mother’s birth father - All we know is he was a local boy in Hawaii. Who knows what he did.
Paternal grandfather: Scrap metal dealer. Well, second in command of a rather large company that controlled scrap metal on the East Coast.
Just post WWII… scrapped a large amount of ships. Sold the guns to Israel. He had to do it personally, as the owner of the company was a lawyer and couldn’t ethically do it.
Maternal grandfather: house builder, Mason, member of the Army Air Corps.
My Grandad was conscripted post world war two, had been stationed in Ethiopia, probably like 1948-50, then left became a Postman and worked at British Gas for the next fourty years, the last job he had before his passing was a security guard.
I admire his dedication to his work, he did have a very strong work ethic.
Ryan_Liam
My maternal grandfather went into the Army after high school and made a career of it. After retiring, he bought a hotel and later moved most of his family from Ohio to Florida.
My paternal grandfather also went into the Army a few years after high school. After the Army he was a truck driver, then a prison guard, then a truck driver again.
My paternal grandfather owned a grocery store.
My maternal grandfather, who had wanted to be a basketball coach (he had gotten a basketball scholarship allowing him to go to college) owned a diner for about a year. It had been his father’s, who had started with a beer cart. My great grandfather went around to construction sites, selling beer and sandwiches to the construction workers. He was finally able to expand it to a restaurant) Apparently, in addition to food, he served beer in a back room, but the place was a cop hangout, and they all liked him, so he never got hassled. After my uncle was born, my grandparents couldn’t keep the place going and raise a kid, so he sold the restaurant to his sister and brother-in-law and went to work as a security guard/night watchman at a factory, where he worked until he retired.
My maternal grandfather owned his own boot store and was one of the most renowned leather craftsmen in Quito, Ecuador. My dad was working for the state department and was referred to my grandfather’s store for a pair of work boots (he was a civil engineer). That’s where he met my mom, who was working in the store at the time. After we moved to the United States, my grandfather would always send my sister and I boots or shoes for Christmas.
I don’t remember what my paternal grandfather did. He died a long, long time before I was born, and my dad never talked about his childhood much.
My mother’s father worked on the railroad in Pennsylvania and served in the 5th Army during WWII. He traveled through Africa, and Italy during his time in the Army.
My father’s father was a postmaster in Pennsylvania and a quartermaster on an LCI in WWII. His father was one of Roosevelt’s Rough Riders.
Paternal: Stockbroker, part of his career was during the Depression. My father claimed his father still made decent money, because brokers’ pay was based on volume of trades made, not stock prices.
Maternal: He died fairly young, I believe one of the last jobs he had was as a truck driver for a chain of supermarkets.
Both of these gentlemen might have had other jobs as well, these are just what I know. They both died before I was born.
I’ve never heard the entire story, but apparently my grandfather ( born 1895) was completely screwed out of major stock or something that he held with Graham paige automobiles when they were bought out. He was some kind of right hand man to the Big Cheif HooHa, or something.
So, he went on to Ford or GM ( I forget) and became some kind of Quality Control or Time Management Expert. Which explains the anal-retentiveness that pervades our family line. 
Inneresting side note: my grandfather ( mom’s side) and my husband great grandfather ( dad side) use to work at the same plant eons ago. One was probably management ( mine) the other general labor ( his) The fact that my husbands family is from Germany and most still live there is saying something. I don’t know what, but there it is.
Paternal Grandfather was a woodworker from a line of woodworkers - mostly stage stuff AFAIK. He also spent a few years in the trenches on the Somme and similarly pleasant places, so living to his mid-eighties and dying in his armchair in front of the TV put him well ahead of the game.
Maternal Grandfather worked on the Grimsby fish-docks. Too young to have been a WWI combatant (PG was only just old enough and then only by means of chronometric mendacity AIUI) and probably too old for WWII - or else his was a reserved occupation, I’m not sure.
My maternal grandfather was, for a while, a bona fide hobo who rode the rails. Then he became a janitor and worked in the Wrigley building in Chicago as well as in some local schools. He did that until retirement. I believe my maternal grandmother did some housecleaning & janitorial work as well.
My paternal grandfather worked for a dairy in the city which was part of Certified Grocers. He started young and worked until his retirement. One of the few things of his which I own is his 50 year pin with two rubies. My paternal grandmother was a homemaker and active in the Catholic church. She was one of those women who’d dust & polish down the pews a couple times a week.
My maternal grandfather was a music teacher.
My paternal grandfather was an absent bastard.
My grandfather was a zombie. He got locked up.