I was going to say this team had a bunch of people who are all independent, prone to just going off and following their own agendas. But that's all the teams I make. I don't gravitate towards characters that like being part of teams. Once I thought about it a little more, each of these characters is the sort who would have a lot of sources or connections. They'd always know somebody that could tell them something or help them out. But each of them would move in different circles, so there wouldn't be too much overlap. Plus their status in those circles would vary.
The Leader: Jet Black (
Cowboy Bebop) - Before he was a bounty hunter, Jet was cop, until he was shot in an ambush and lost an arm and leg (later replaced by cybernetic parts). He was a pretty good cop by all accounts (except maybe his ex-wife's). Honest, tough, smart. Not some sort of deductive genius - he has his blinds spots - but he's smart enough. Knows his way around a computer, how to track someone's activity. He's not a hacker on par with Radical Edward, but he does alright most of the time. His trademark was his determination, as he was known as the Black Dog. Once he bites, he doesn't let go.
Jet's contacts would be all his former buddies on the force. They like him pretty well, and are willing to give him what info they can, most of the time. The times they aren't, Jet might know a few secrets they'd prefer not get exposed to the light of day.
He can be grumpy, but he tends to get less extremely angry than his partner, Spike. Spike played relaxed a lot of the time, but when something got to him, it would really set him off. Jet may have just reached the point where he doesn't see the value in reacting like that, or figures he has too many responsibilities to waste time. He's got a ship to keep running, employment opportunities to hunt for, or leads to follow on targets, keeping the ship supplied on an often shoestring budget.
The Rogue: Vash the Stampede (
Trigun) - Vash is. . . an idiot. Well, OK, not really. He acts that way, because it's easier. Easier for people to believe he's doing whatever he's doing by accident or pure luck, rather than realize that he's so incredibly skilled he can do these things while acting like a buffoon. This is a man who entered a gunfighting tournament, then was able to make sure no one died by
throwing pebbles that diverted the competitors' bullets so they only wounded people, and only one person, sitting right next to him, noticed he was doing it.
Vash is an incredible marksman, in that he can almost always shoot to wound, if he even needs to wound them. A lot of times he can simply disarm opponents. It's fortunate this is a team that for the most part isn't going to mind his resistance to killing. If they're going after bounties, it might be preferable. The biggest issue might be that, because he tends to try using as little force as possible as long as possible, someone else could get hurt in the meantime. He's more than willing to play human shield, but that's not always going to be an option. If someone else on the team gets hurt because Vash was screwing around, there could be hell to pay (although he'll beat himself up about it worse than they will). He's stronger than he looks, fast, with excellent reflexes and sharp senses. His tolerance for alcohol is, unclear. Sometimes he seems like a lightweight, but that might be in comparison to heavy drinkers he's with. Other times, he seems like he's playing opossum. It doesn't seem to slow him down too much regardless.
With Vash, the people he knows could be almost anyone. He's over a century old, and he's helped a lot of people in that time. Little old ladies, sheriffs, young children, bus drivers, single moms. There are entire towns that regard him as a hero who would stick up for him. So, if you need a place to stay (or hide), Vash should have a wealth of options available, although he might resist turning to them if he's worried about their safety.
The Muscle: Sanosuke Sagara (
Rurouni Kenshin) - Sano spent his teen years as a fighter-for-hire, taking out his frustration with what the Meiji government did to the Captain of the unit he was part of on anybody he could find that seemed worth the time. Eventually, after meeting Kenshin, he changed his outlook, and now he focuses on fighting people who abuse their power to hurt people with less power. Kenshin was very much about protecting those in harm's way, Sanosuke is more about going at the person causing harm.
To that end, Sanosuke is honest and mostly direct. He's not a bad liar when needed, but if there's no pressing need to lie, he'll say what he thinks and feels. He's impulsive, and can be easily baited into action because, for the most part, he doesn't have anyone to worry about protecting. He's not afraid for himself, so it doesn't matter if challenging some Yakuza is a bad idea or not. Let them try something and see how well it works out. His fighting style is much the same. He comes right at you and you take your best shot. He'll certainly take his. If Vash is going to get injured trying to protect someone on the team, Sano may be the most likely choice, at least early on. I imagine after the first time he does it, and Sanosuke socks him one for treating Sano like a liability, Vash will get the message to just trust him (and Vash will remind Sano of Kenshin in a lot of ways, so they'll probably get along OK eventually).
If Vash doesn't want to risk involving any of his fine, upstanding citizen friends, Sanosuke knows plenty of people of questionable morality that can help. The guys he hangs out with aren't crooks, exactly, but they spend a lot of time hanging around, drinking and gambling. They know who the local bad guys are, they know about what sort of illicit business is going on. While Sanosuke could lean on them if he needed to, he tends to be a pretty fun guy to share a drink with, so people are willing to help him out. They know he has their backs if something comes up.
The Lady of Mystery: Nico Robin (
One Piece) - Robin is the character here I know the least, since I kind of gave up on
One Piece not long after she showed up. The series was going to be too long, too much of an investment. Just trying to read the online biography I found on her was exhausting.
Anyway, Robin is the calmest member of the team, not easily fazed, unless things get really dire. Vash's idiocy and Sano's temper aren't going to bother her. Even the likelihood Vash will try hitting on her is something she'll handle calmly. She'll be polite, but she's not going to encourage it. I'm not positive if that's indifference. Having seen most every group she's joined end when everyone other than her dies, it may be a necessary cover to avoid attachments. A different approach from Vash playing the fool to disguise his bleeding heart, but leading to the same general point. But it could just be confidence; Robin's likely the strongest person on the team, given her powers. Certainly, she won't hesitate to use that power, up to and including lethal force.
(Vash is probably stronger, given he has enough power to put a hole in a moon, but he almost certainly won't use that power, unless they go up against something that strong. Which I don't think is going to happen, unless his crazy brother is on the loose again. Although some of those admirals in Robin's world are no joke. . .)
As long as Jet shows he knows what he's doing, there shouldn't be any problems there. Robin doesn't seem like she really cares to be in charge as long as she trusts the judgment of whoever is. She has a dark sense of humor, and a vivid imagination to go with it. If one of their teammates gets lost, and they can't hear them anymore, she'll state the person's probably getting strangled, or already been killed and eaten by some monster. Vash is going to be the one most creeped out by that, assuming he isn't already put off by her willingness to snap necks. He'll have to work overtime to end some of these fights before she does in a more permanent fashion.
The thing about Robin that interested me enough to put her on the team was she's a history buff. Her main interest is stone features left over from an old civilization, called Ponyglyphs. I remembered that being her primary reason for throwing in with the Baroque Works criminal organization, a chance to study some that were in a country they were trying to destabilize and take over. I thought having an archaeology expert would be something my teams usually don't have, and bring something a little different to the mix. And I thought she might have all sorts of connections in academic circles, people who were also studying the Ponyglyphs, or other similar subjects. As it turns out, the World Government killed everyone else they knew of that was studying that forbidden subject. Whoops.
But Robin's years of study would, at bare minimum, make her a valuable person to have if you need something deciphered, or to understand what a clue is referencing. If they need to talk to a professor or expert in some historical area, Robin's the best bet to be able to pull that off. Where Sanosuke has a lot of friends who are aware of the criminal underworld, and he has a bit of a rep, Robin was a major criminal for some time (falsely accused, but she stuck with the rep regardless), and was the right hand woman for one of the Seven Warlords of the Sea. Even if those aren't the circles she travels in now, there are plenty of people who know her rep, know what she's capable of. Sano's rep was he'd beat you so badly you saw the
aku mark on his shirt for months afterward; Robin's rep is she wiped out six ships and she leaves people twisted and broken in ways they weren't meant to bend.
The Guy with a Car: Kimishima (
Scryed) - Kimishima's not in here for his ride, which was a cobbled together mess that couldn't carry the entire team, anyway. Besides, Jet has a spaceship, big enough to hold that car, and Jet's smaller, personal spaceship.
Kimishima is Morgan Freeman's character in
The Shawshank Redemption, the man who knows how to get things. He's a scrounger, always hustling. Always looking for job opportunities, always looking for a buck, or something he can sell, or use to fix his car. He's not a fighter, though he'll lend a hand when he needs to. He's got connections, or knows how to make them quickly. He does have a soft spot for more hard luck cases, but only up to a point. He's good at keeping a low profile while more noticeable people (and there are at least a couple on this team) keep everyone else occupied. You need someone to talk their way into a place, or walk around unnoticed in hostile territory? Kimishima's your guy. He'll go in, get what you need, and come back with a half-dozen other useful (or at least interesting) things and the names and numbers of three people that might have work that needs doing or could help down the line.
How they end up together: Vash has been living in secret for a long time, helping in small ways where he can, but trying hard to avoid drawing attention with the sort of city-damaging antics he used to get up to. He has to abandon that because someone pursues a weapon that could endanger the entire planet. Maybe it's his brother, or a government, or some other person out for power, but they're going to tap into the power of the plants, and he figures that's something he needs to handle. He probably encounters Kimishima early on, bums a ride off him, has trouble paying off the debt. And since he keeps wrecking Kimishima's stuff as they get dragged into situations, Kimishima keeps upping the tab, and refusing to call it quits. Plus, he thinks this Vash guy is actually an OK guy, and he shares any bounties they cash in as they go along.
Vash being who he is, can't maintain a low profile, and he accumulates a bounty in his attempts to help others. I'm assuming this is far enough into the future his old $$60 billion bounty was dropped because everyone figured he was dead. That brings in Jet and his new partner, Sano (and a lot of other bounty hunters). They're chasing him, at first, keeping themselves funded by turning in all the criminals they encounter along the way. Sometimes Vash actually catches the crooks, but has to leave them behind when Jet and Sano appear on the horizon in hot pursuit. Other times the three of them team up because they all recognize the criminal needs to be stopped. Eventually they figure out they might as well help this guy who really isn't doing anything wrong other than helping in a way that causes property damage.
Robin gets drawn into all this because the weapon relates to ancient history, and she ran afoul of the big bad while looking for other information in the same ruins. It was a pretty serious battle, one neither one could finish, and he destroyed everything trying to cover his tracks. Which is the sort of thing Robin doesn't forgive, so she's after him, and the others have the means to travel faster than she does, so it makes sense to throw in with them. Especially once she figures out Vash might be a fountain of useful information, assuming she can get it out of him past all the stories about places that served the best pizza toast and locations where he met a particularly pretty girl.