u/DeviousDaniel69

We start at the end of Season 3. Out of the blue, Grace Mallory tells Butcher that her superiors have hired some local talent and they want this new member to join the Boys. She tells Butcher that she doesn't personally like him, but the CIA really really wants it to happen for some reason. After a long argument, Butcher reluctantly agrees. Butcher is not vetted on the Judge's past, but is briefly introduced to him prior to sudden appearance in the Flatiron building, which comes as a complete surprise to the rest of the members. From the get-go, everyone is suspicious of him.

The Judge starts with a detailed background of all of the members of the Boys, as well as a briefing on all of their findings. The Judge can betray the Boys, but he cannot join Vought. He also cannot take Compound V (He can V up people loyal to him, however). He must stay true to his quest AND stay on the side of the US Government (meaning he could potentially frame the Boys). In addition, the Boys will react accordingly to the Judge's behavior. For instance, if Butcher catches the Judge with a child, then he can react against him. Other than that, the Judge has complete and absolute freedom to do whatever he wants. And yes, he will have to eventually kill Kimiko and Annie.

How long do the supes last?

Thanks to the efforts of the Boys, Vought International went bankrupt and Homelander and every supe was depowered by Soldier Boy. Soldier Boy then mysteriously disappeared and was never found again. The same goes for every connection Homelander had in Vought. Homelander stood trial for his crimes but was never found guilty, however all of his financial and material assets were, for the most part, taken. The trial was held in private so nobody knows about any of the crimes he committed. At the start of this challenge, he is left with 100k in the bank and a small yet comfortable apartment that he managed to negotiate to 2000 dollars a month for. He has a full fridge and is absolutely debt free but does not have a 401k.

R1: No modifiers

R2: Homelander got amazing therapy and his mental state is no longer an issue. He is, by psychological standards, completely healthy

R3: Same as R2. However, Homelander actually gets his powers back (Without V1). Billy Butcher fucking dies of cancer so nobody is trying to enact vengeance against him. He is cursed into not being able to use them for anything directly lucrative (he can't be a superhero, but he can fly to work, for example).

The main question here is how successful of a life can John live?