Hello there.
First off could you put your signature in a spoiler ie use [*spoiler][*/spoiler] as it is far too long.
Secondly you need, in m opinion, a strong knowledge of such things in real life. Not being a hitman in real life of course, but do some research. Just in case I have researched lots of poisons, I know their effects, the time it takes for them to act, how to produce them and if there is a "cure" as it were. Also I RP a doctor- which helps a lot as I both RPly know about the human anatomy and systems eg respiratory, circulatory etc and how you can use them against people in either torture or death.
Many people who like to RP murder/hitmen like activities usually stab people in the leg or stomach twist it around till they get the information they need then shoot them. What you need to do really though is be in complete control of the situation, you need to play on your victims fears. If they're scared of heights take them up onto a bridge, scared of water? Take the out on a boat, scared of water and heights? Go to a bridge over a body of water. An ideal way into getting information on where your target may be, or any other information they need is to attack lower "ranked" individuals, friends or relatives with less protection and get the information out of them. I've found that guns in an RP rarely intimidate people- buy a toolkit, tie them to a chair in a caravan in the middle of nowhere and put your toolkit down and just start sorting through it with /me's occasionally mumbling about the claw hammer, stanley knife and 3 inch nails.
Look up online: The fingernail factory
It's a nickname for where international spies get tortured and gives ideas. Likewise don't shoot people to kill them, it's boring. Hold their head underwater, slit an artery and hang them upside down by a meathook till all the blood drains out of them like you would with a deer. Freeze them to death, burn them, do something original rather than "/me shoots you in the head".
Getting the initial information is difficult, so is finding people and getting to them. Kidnap is always obvious. Saying you're a member of the police while wearing a mask is stand out hitman on this server. Driving behind someone about 10metres behind them RPly waiting till they stop while wearing a mask and get out and say you know them is also stand out hitman on this server.
Find out where they hang out, go there and ask around. If they have a nice car, be interested in it, offer to buy it, but always too cheap and then act like you're trying to get a good deal for it by being nice to them. If they hold parties then go to them, get them drunk and act friendly. If they like sex, get whores for him/her. Become their best short term friend is my suggestion. If you can't do that, become a "member" as it were, be there for them, offer them drugs and guns etc. If you can't do that then go about finding something that hurts them perhaps. Talk to people who know them- torture them for information on where they live perhaps. Act as someone who you aren't but never choose law enforcement unless you have the car and the skin! Always be original
As for getting the jobs in the first place you'll struggle without a doubt. Killing people is "big business" and shouldn't be taken lightly, perhaps offer the first hit for a certain group for free or a reduced price. Find out about gangs around and about and find out their affiliations, no point starting to work for a gang who is "friendly" or "allied" to every other gang ever in the existance in the world except one which has 1 member who logs in at midnight every other sunday...
While working for a wanted gang in a big war is dangerous it may be your easiest way to get work. They'll want hits on certain other gang members who they're enemies with occasionally- not always, but when worst comes to worst.
Also if you're good at your job don't be afraid to switch sides. If you're that good and you work for "The highest bidder" then the other side won't trust you at first but after a few hits they will and they'll forget about you killing their members. IF you are exceptionally good you can play both sides at once without them knowing. One side will have an unknwon hitman to the other side, the other side likewise, only you know that there's only the one hitman!
Remember though don't just go up to a group and be like "Do you want a hitman?", make it subtle. Go up to groups who look shifty and see if you can buy a gun or some drugs, or try and sell some. If they seem to be taking the bait then they're illegals, subtly suggest that you could be a useful pest eliminator for them if the price is right, give them your contact details, perhaps just your number, no name, no address and tell them to contact you. They might contact you in 2 minutes, or 2 week, or 2 months or never, but that's the only way you'll ever get anywhere with being a private hitman!
One final suggestion is that if you hear of other hitmen working, then follow them around if you can, see who they work with/for then try and CK them yourself and steal their jobs. Just before they die do /me bends down and starts to pat your body. /do Do I find a phone, notebook or PDA?
Expect a /do Yes, if you don't get it then see if you can find their cars/house etc and RPly search them afterwards. When you get something then eg /do Yes I have a phone on me. Ask if when scrolling through the texts/contacts you find anything significant to do with your "job" and take that information- whether it be names, numbers, dates or potential targets. Go to their old bosses and say their previous hitman had an accident and you're his replacement, ask them for the details and bam you're off!
Note: I am NOT in the hitman faction. I am an advisor to several members of the faction (Who I cannot and will not reveal) because of my RL expertise in many areas which effect their "job". Neither have I RPly ever carried out a hit using the character "Mark_Fleur", this is merely all observation and intellectually based. If anyone wants more information, ideas etc so forth then feel free to PM me or post here- I see hitman "research" as a hobby of sorts that I do rather enjoy.