B.O. Logistics (this is where we have fun with speculation)

[Chekhov MacGuffin]

Gin as a butler perhaps? Or chairman of the local crochet chapter? Or sea lion trainer? ... In all seriousness though, I will confess to thinking that professional magician would be an awesome day job for Gin. Given that professional magicians in DC seem to rank even higher in ability and awesome than detectives, it would make Gin nigh unbeatable...
I have to admit Sakina's idea of Gin as a substitute teacher cracked me up.
There is a thread about Gin's private life if I recall: http://forums.dctp.ws/viewtopic.php?t=1835.0

I also confess to thinking it would be ironic and totally sweet if the boss owned the Poirot Cafe below the detective agency. Maybe some of the agents work as dishwashers when the boss is displeased with their night job performance.

Bourbon is currently a student who is going to be in the same field as Agasa. He currently resides in Shinichi's house.

WHAT DO I WIN

A LINK BY CHEKHOV TELLING YOU YOU'RE WRONG!!!!!!!!!!!!!!!!!!!!!!! I'm joking so don't maim me please. ...
...
... and a nicely knit, second hand beanie, a bit singed, but still quite fashionable.

Dd you notice that every BO confrontation has a "clue" for Gin to discover about shinichi?

I have noticed. I think that Gosho is setting up a trail of clues for Gin and the B.O. much like he is setting up hints about the B.O. for Conan. When the final clash takes place, I imagine that both sets of clues will start to be put into place and it will be a race to see who finishes their puzzle first...

[4869]

Cover jobs - Pisco and Vermouth (and Kir) have them.  What about the others?  Feel free to assign.  I've started you off with a few suggestions.
Gin - Pizza delivery dude - you know they all have nice cars
Vodka -
Chianti - Studying astrophysics in college
Korn -
Tequila -
Calvados -
THE BOSS - Florist

I actually believe that Gin is a Fashion Guru xD and Vodka is an expert on nuclear physics xD

[mangaluva]

Gin - He is secretly SesshoMaru-sama (they have the same hair), and spends his free time destroying weak demons and trying to kill his worthless half-brother and otherwise looking intimidating.

Vodka - Therefore he is Jaken. He's SesshoMaru's Gin's errand boy, and also stands guard to make sure nobody comes across his lord engaging in his daily three-hour haircare ritual.

(okay, enough with the InuYasha references)

Chianti - Secretly a super-genius videogame programmer. "Hey, this game is awesome!- but why are all the aliens fit blonde ladies? They're kinda hard to shoot..." "SHOOT! KILL THEM ALL!"

Korn - He runs one of those rigged fair games. "I can't hit that target, it's half and inch wide!" *Korn stands next to punter, hits target*

Tequila - He was Heiji's Japanese teacher  :D

Vermouth - she's not living as Chris Vineyard anymore because the FBI are on her tail, instead she's gone where all the fugitives go... Vegas! She's got a suite across from Bin Laden and next door to Elvis.

THE BOSS - Kogoro.

[Kor]

Gin - He is secretly SesshoMaru-sama (they have the same hair), and spends his free time destroying weak demons and trying to kill his worthless half-brother and otherwise looking intimidating.

glad to know I'm not the only one who finds resemblence between the two's personality and appearance (especially with the newly silver hair). another thing they have in common is that both of them kicked the crap out of a character who is voiced by the same voice actor (inuyasha - shinichi). at the start I even thought they have the same voice actor...and I was wrong 

[mangaluva]

XDXDXDXD Poor Yamaguchi-san seems to be a focus of hatred for all coldhearted killers with pretty silver hair... XDXDXDXD