Am I allowed to say group projects SUCK? - Researcher Part 3

Here's a few terms and names that I found and decided to provide details for in order to better help my group understand part 3 (which they will never read):

tenorman (162) - One who plays the tenor saxophone.

horn man (166) - Some type of musician, impossible to google.

Fleming's Juice (153) - Also impossible to google but from the context I can infer it is some type of medicinal remedy.

jalopy (177) - On old, beat up car, often used in racing during On The Road's time period.

Prince of Dharma (184) - Bold and glorious rendering of the life of Buddha.

Aquinas (187) - Allusion to Thomas Aquinas, an Italian theologian of the Catholic church who apparently tried to philosophically prove God's assistance in the 13th century. Who challenged God's existence back than?

heifer ( 187) - Young cow that hasn't had a baby yet.

passel (192) - A large group of something. Probably not the terminology Jack Kerouac was using but he uses a lot of ungoogleable terminology that sounds half made up anyway so...

virile (197) - Characterized by strength and energy. SAT term yo!

George Shearing (200) - A real man who actually became a world famous jazz pianist. With the skills described in the book, I am not surprised!

chagrin (200) - A keen feeling of mental unease (commonly annoyance or embarrassment). Pretty sure this is an SAT term as well.

Skid Row (201) - A shabby ghetto in Los Angeles. Known for containing a very large amount of homeless people. As he is in Chicago when using the term, he is likely talking about an area in Chicago that has a lot of homeless people as well and is not looking too good.

Likely the only summary to be posted here but I'm an overachiever so I'm going to do it...righhht? - Part 2

Part two begins with a short separation of Dean and Sal, our main character. Sal is living in Virginia with his southern relatives for the time being, but it wont last. Dean pulls up in his new wheels with his half-of-the-time wife, Marylou, and Ed Dunkel, a new friend he picked up. Sal once again gets on the road with Dean and his gang, and they have quite the journey. Dean's outrageous personality really comes to light in this part, and we even find out he married Camille and left her with his baby while he's on this trip with Sal. The group heads into New York and has some wild parties with their old friends, before once again hitting the road to begin the journey West. The group heads to New Orleans to reunite Ed Dunkel with his wife and meet up with Old Bull Lee, and older friend of theirs who is focused on the mysteries of life and is a big drug abuser. The group leaves Ed and his wife with Bull Lee and head out to San Francisco. They pick up a few hitchhikers along the way, and barely make the trip with the little money they have due to Dean being arrested and forced to pay a fine. At San Francisco, Sal stays with Marylou for a few days while Dean reunites with Camille, eventually realizing he doesn't know why he came to San Francisco and heading out to Denver with thoughts of beginning a more steady lifestyle.

Questions that I will likely be the only one to answer - Part 1

1) Why did people like Jack give up a chance at a stable occupation? (For example Jack deciding to leave the security guard job almost as soon as he got it)

2) Why does Jack's aunt send him so much money? Does she have any idea what he is doing?

3) What compelled people to risk the dangers of hitchhiking during that time period?

4) Why is it uncommon to see hitchhiking today and what has changed since then?