Recruiting Hancock

Confront Bobbi is a miscellaneous quest in Fallout 4.

Detailed walkthrough
After completing The Big Dig, the Sole survivor meets John Hancock in front of the store area of Goodneighbor. Hancock is unhappy with the sole survivor killing his friend and bodyguard Fahrenheit, and demands 1000 caps compensation, which can be reduced to 500 and 200 caps successively with increasingly harder speech checks, and tasks the sole survivor with confronting Bobbi. Bobbi can be found at the Hawthorne Estate, apart from Bobbi herself there will be 2 initially passive turrets. There you'll have a talk with 3 outcomes, all of which will progress the quest:
 * Kill her and get 425 caps off her body.
 * Persuade her to give you the caps and get 375.
 * Get nothing.

Upon returning to the Goodneighbor Hancock will be waiting near the exit door on the second floor of the Old State House, complaining that he's not the same as he has been years ago. After a balcony speech to the crowd of Goodneighbor he becomes an available companion. He doesn't request the arranged previously payment, making it a free quest.