Welcome Beerczar,
You have received a lot of good advice from members of your new extended pipe smoking family, and so not to be left out here is mine.
I’m a little late, but I would have recommended that you consider purchasing a good estate pipe from a reputable dealer. An estate or used pipe might not have sounded too good to you but look at it this way, once the dealer has cleaned and sterilized it, you are purchasing a quality pipe at a less than new price that has been broken in already by someone else. Breaking in a new briar pipe can sometimes be daunting for a newbie. You see some of us began pipe smoking using one of our father’s of grandfather’s old pipes that been well smoked well before we first fired them up.
Regarding pipe tobacco, I see that several recommend Captain Black, which is a good option to start. If the tobacco is too wet and by that I mean sticky where it sticks to your fingers let the amount you plan on smoking be exposed to the air for a little while before packing your pipe. You want the tobacco moist enough that it clumps together between your fingers, but again not so wet that it sticks to your fingers. I would use the filters for several reasons most of them already mentioned, but you can form your own opinion.
Make sure you have lots of soft absorbent pipe cleaners… you’re going to need them and a tamper. If you’re like me you will be wet smoker at first. By that I mean that saliva will gather in the stem of your pipe as you smoke. It’s kind of like your first kiss it takes some time and a little practice to get it right. If your pipe starts to make a gurgling sound while you’re puffing on it just run a pipe cleaner down the stem until it just touches the tobacco at the bottom of the bowl it will soak up the saliva and then you can enjoy the rest of your smoke.
There are a few things you should never do… never light your pipe with a torch (cigar) lighter, their flame is too hot and will damage your pipe. Use matches or a soft flame butane lighter, a disposable Bic type lighter works great. Never remove the stem from your pipe while or just after smoking, let it cool down first. The expansion and contraction caused by the temperature change could lead to the pipe stem no longer fitting snugly. Lately never fire up a cold pipe, by that I mean one that is much colder than room temperature. I live in northern Ohio and nothing ruins a good pipe faster than living it in your car overnight during the winter mouths and then firing it up before it has had a chance to warm up naturally.
Enjoy your new hobby and again welcome to our group.