Four days.

Day 1: up to 10, down to 4
Day 2: up to 14, down to 8
Day 3: up to 18, down to 12
Day 4: up to 22 (20 really) and done

Tattooists, which has 10 letters.

A vile old woman on evil bent, picked up her veil and away she went. “Levi my son” she was heard to say, “what shall we do to live today?”

The man is playing monopoly, and landed on the Go To Jail space. An alternative version of this is, “A man stops his car in front of a hotel and immediately knows he is bankrupt.” The answer is the same, that he’s playing Monopoly, but this time he landed on a space with a hotel and didn’t have enough money to pay the bill.

Four daughters and three sons. Each daughter has 3 sisters and 3 brothers, and each brother has 2 brothers and 4 sisters.

To figure it out mathematically, you could use the following two equations where G = the number of girls and B = the number of boys:
G – 1 = B
2(B – 1) = G

Solving for G gives you 4 and plugging that in to G – 1 = B gives you a B of 3.