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Here's the online die roller: http://www.brockjones.com/dieroller/dice.htm
Starting Couple:
Your choice of names, looks, ages, and housing. Roll below for location and careers.
Location: https://perchance.org/us-city

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Careers:
1: Something in medicine/social services
2: Something in the military/politics/government
3: Something in agriculture, with animals, or outdoors
4: Something in education or in arts/music/performing
5: Something in the sciences/engineering
6: Something in the media/journalism
7: Something in food/culinary arts
8: Something in technology or fashion
9: Something in religion/charity work
10: Something in athletics/sports/fitness
11: Something in construction/manual labor
12: Something in business, finance, or law

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Events: Instead of choosing a "category" of events, then rolling, the events are all in one big category, then broken up into smaller ones.
Roll HERE each year for your event

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1: New Addition (person) to the Family (Birth/Adoption/Other Addition)
2: Family Adds a Pet!
3: Family negatively affected by an illness or natural disaster
4: Family moves to a new place!
5: Family affected by someone's change of career!
6: New Addition (person) to the Family (Birth/Adoption/Other Addition)
7: Family positively affected by a financial event
8: Something bad happens!
9: Family Adds a Pet!
10: New Addition (person) to the Family (Birth/Adoption/Other Addition)
11: Something good happens!
12: New Addition to the family (either a person or a pet)

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New Addition (person): You can choose birth, adoption, or other addition, then see below:
Birth
1: boy
2: Free Choice
3: girl
4: girl
5: twins (you choose genders)
6: triplets or quadruplets (you choose genders)
7: boy
8: girl
9: boy
10: Free Choice
11: boy
12: girl

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Looks are up to you. See below for names.

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Adoption:
1: Adopt a young child locally (under age 6)
2: Adopt a young child internationally (under age 10 from a country other than the one your family is in)
3: Adopt a sibling set locally (you choose how many siblings and ages)
4: Adopt a sibling set internationally (you choose how many siblings and ages)
5: Adopt an older child locally (age 6-12)
6: Adopt an older child internationally (age 10-14)
7: Adopt twins (you choose genders and local/international)
8: Adopt triplets (you choose genders and local/international)
9: Free choice
10: Adopt a teenager locally (age 12-18)
11: Adopt a teenager internationally (age 14-18)
12: Adopt an infant (under 18 months, you chooe local/international)

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Looks are up to you. See below for names.

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Other Addition:
1: One of the grandparents comes to live with the family!
2: The family hires live-in help of some kind!
3: Free Choice
4: A parent's younger brother/sister comes to live with the family!
5: A family friend comes to live with the family!
6: The family adopts a niece/nephew!
7: An exchange student comes (you can decide how long and where they are from)!
8: A parent's older brother/sister comes to live with the family!
9: One of the grandparents comes to live with the family!
10: Free Choice
11: An exchange student comes (you can decide how long and where they are from)!
12: More than one person comes to live with the family (you choose whom and why)!

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Looks and ages are up to you. See below for names.

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Names (for all 3 categories) (roll once for FN, then again for MN)
1: Starts with a vowel
2: A word or place name
3: A name you consider very feminine or very masculine (depending on gender)
4: Starts with a consonant
5: An uncommon name
6: Ends with a vowel
7: Unisex
8: A popular name
9: Free choice
10: Has a double letter
11: Ends with a consonant
12: One of your favorite names

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Family Adds a Pet! (Names, genders, and varieties are your choice)
1: A dog
2: A cat
3: A livestock animal (horse, cow, goat, sheep)
4: A small mammal (hamster, gerbil, chinchilla, rabbit)
5: A reptile (lizard, snake)
6: A fish (or multiple fish)
7: A dog (name your choice)
8: A fish, frog, or turtle
9: A bird
10: A cat (name your choice)
11: Free Choice
12: A rodent (mouse, rat, ferret)

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Family negatively affected by an illness or natural disaster
1: The whole family gets sick! What do they have and how long does it take to recover?
2: A minor disaster hits the area.
3: Someone in the family has a minor injury.
4: Your choice of scenario (choose from those listed or make up your own).
5: Someone has a major illness, but recovers!
6: Someone in the family has a minor illness.
7: A major disaster hits the area.
8: Your choice of scenario (choose from those listed or make up your own)
9: Strong storms affect the area!
10: Someone in the family is hospitalized. Why and for how long?
11: Someone breaks a bone!
12: Someone in the family now has a permanent injury/illness.

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Family moves to a new place!
1: Someone gets a new job, forcing a move across the country!
2: The family moves to Australia or another island country. Where, and why?
3: The family moves somewhere in Central or South America. Where, and why?
4: The family moves to be closer to the extended family!
5: The family moves to somewhere in Europe. Where, and why?
6: The family moves to a new state/province/area within the country! Why?
7: The family's current residence is no longer suitable, so they decide to move! Why?
8: Free choice of location and scenario.
9: The family moves to somewhere in Asia. Where, and why?
10: The family moves somewhere in Africa. Where, and why?
11: The family moves somewhere in North America. Where, and why?
12: Someone gets a promotion, and the family moves to a larger residence!

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Family affected by someone's change of career!
1: The family moves to a new location because of a change in job!
2: Promotion--what does the family do with the increase in income?
3: Job loss--why and does the person find a new job?
4: Go back to school--what does the person study and why the change?
5: Your choice of scenario.
6: Hours cut/demotion--what happened?
7: Totally new career field! Why, and which area does the person choose?
8: New job within the career field.
9: The family moves to a new location because of a change in job!
10: Job loss--why and does the person find a new job?
11: New job within the career field.
12: Promotion--what does the family do with the increase in income?

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Family positively affected by a financial event--what does your family do with the money?
1: Inheritance!
2: Your choice of scenario.
3: Win the lottery!
4: Cash out investments!
5: Pay raise!
6: Win something on a gameshow or television show!
7: Inheritance!
8: Your choice of scenario.
9: Win the lottery!
10: Cash out investments!
11: Pay raise!
12: Win something on a gameshow or television show!

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Something bad happens! What happens and how does the family respond?
1: Someone gets sick!
2: A natural disaster occurs.
3: Someone dies.
4: Trouble in a relationship!
5: Job loss!
6: Someone is the victim of a robbery.
7: Your choice of scenario.
8: Someone gets sick!
9: Someone falls for a scam!
10: Trouble in a relationship!
11: Someone gets in trouble with the law.
12: Your choice of scenario.

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Something good happens! What happens and how does the family respond?
1: Your choice of scenario.
2: Unexpected promotion/pay raise!
3: Surprise pregnancy! Welcome a new baby girl OR boy to the family!
4: Someone wins a large sum of money!
5: Someone accomplishes a life goal/ambition!
6: Family vacation to an exotic or faraway location!
7: Someone learns a new skill and makes money doing it!
8: The family receives a large sum of money!
9: Your choice of scenario.
10: The family enjoys an all-expenses paid trip!
11: Someone receives an award!
12: Someone takes up a new hobby and is amazing at it