I spent some time in Haiti in the mid 90s and have a fairly good knowledge of the culture, language and politics of the island. I would be very careful about going now, and I love the place. For what its worth I will try to give you the basics should you decide to go.
First, you need to decide where in Haiti. Port-Au-Prince is chaotic, polluted and shockingly poor. You would be staying in Petionville, in the hills above the city, and would need to find transportation. The locals use Tap-Taps, buses filled to overload with people, only the very brave will go without their own car. You will want a driver. Traffic is ungodly, and in an accident there is much shouting in Creole until everyone drives off. You will need someone to do the shouting for you. I would stay in Jeremie, or Jacmel, which though just as poor, are more rural and slowly paced.
Language can be a problem. English is fairly widely spoken in the capital. Outside of POP French can get you by, but Creole is the only language for most Haitians. Haitian Creole and French are mutually unintelligible, so don’t be surprised that many Haitians don’t have a clue what you are saying when you speak French to them.
You will need to decide what you are doing there before you just take off. Work will be hard to come by, unless you are attached to an aid mission, or a development project. If you are not with one of those groups I would go as a long vacation rather than as someone intending to expatriate. I am sure a family would take you in, but the accomodations would be far below the worst motel in the US. I would stay at the Hotel Oluffson if you are in Port-Au-Prince, or at a moderately priced hotel outside.
Street violence is more of a problem now than when I was there and I would urge you to get more up to date information than I could give you. You should always keep a close eye on your belongings and keep your money with you at all times. The intensity of the begging can be unsettling as well. You should never give money to beggars. This is a personal safety issue and you disregard it at your peril. There are many organizations, including local churches and charities, that do excellent work. You open yourself up to robbery and you make yourself stand out by giving away money openly.
I would expect you would be welcomed, but you will always be a Blan, which means foreigner (white or black). Your wealth, and obvious status as a tourist or journalist isn’t easily shaken. A trip like this can be a life-changing experience, but going into it without a full investigation is foolish. Try to decide what you want and decide if Haiti is the right place for that. Feel free to email with any other questions.