Design a T-Shirt for a Multi-Generation Family Trip to Alaska

17 of my family are heading to Alaska for a trip in 2020 paid for by our mother, "Grandma Judy". I'd like to design a T-Shirt logo that has a caricature / outline of all 17 persons on it, centered around Grandma Judy. I've listed each person’s name and a characteristic that I'd like to have drawn on the logo. I didn’t want names on the shirt – they are only there to help identify each person.

(Person #1) = Grandma Judy, age 75, loves to travel, maybe holding a guidebook, wears glasses, mid-length hair

(Persons #2-6) = The Carr Family

(Person #2) = Curt Carr, male age = 45, enjoys flying, show as a pilot, short hair, tall (6’)

(Person #3) = Karen Carr, female age = 44, nurse, show with a nurses hat, longer hair, mom to three children

(Person #4) = Kiersten Carr, female age = 16, student, longer hair, just learned how to drive, maybe show holding car keys or driving

(Person #5) = Heidi Carr, female age = 14, student, medium length hair, loves running, cross country runner, wears glasses

(Person #6) = Sawyer Carr, male age = 12, golfer, wears glasses, short hair

(Persons #7-10) = The Cosgrove Family

(Person #7) = Fred Cosgrove, male age = 53, maybe draw reading, holding a whiskey glass, and smoking a cigar, short hair, tells a lot of stories

(Person #8) = Teresa Cosgrove, female age = 53, CPA/accountant, maybe draw with accountants hat and calculator, longer hair, taller (5’10”)

(Person #9) = Emily Cosgrove, female age = 22, graduating from college in May, business degree, maybe draw as young business women, longer hair

(Person #10) = Samuel Cosgrove, male age = 20, in college, tall (6'3"), short hair, engineering student, maybe draw with pocket protector, but drinking beer as well

(Persons #11-14) = The Swez Family

(Person #11) = John Swez, male age = 51, short hair, usually wears business attire, tall (6'1"), medium build

(Person #12) = Beth Swez, female age = 49, mid-length blonde hair, pretty much always dressed up in heels, with a purse, jewels, medium build

(Person #13) = Adam Swez, male age = 24, tall (6'3"), thin, short blonde hair, works and loves theatre, perhaps draw with William Shakespeare shirt on (shirt would have large collar), wears glasses

(Person #14) = Zach Swez, male age = 21, in college, tall (6'1"), short hair, engineering student, maybe draw with pocket protector, but drinking beer as well, medium build, wears glasses

(Person #15) = Mark Swez, male age = 48, tall (6'0"), short hair, loves fishing, draw with fishing pole

(Person #16) = John Scheier, male age = 74, shorter (5'8"), short hair, talks constantly, maybe draw with little talking symbols coming out of mouth, has a belly

(Person #17) = Lyn Scheier, female age = 72 shorter (5'4"), mid-length hair, member of DAR, maybe draw as a female during American Revolution time period

Finally, my farther passed away two years ago (Grandma Judy's husband). I'd like to put something very small into the photo somewhere that you'd have to look for; perhaps his HAM radio call letters on Grandma Judy's shirt (AC9AZ)

I'm looking for something creative

I've enclosed pictures with each person identified.

Skills: Graphic Design, T-Shirts, Photoshop, Logo Design, Photoshop Design

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