Okay, here’s the Straight Dope:
Barely one in a thousand artists manage to get a comic syndicated- and if you’re not syndicated, you will NOT see widespread print.
I know of one cartoonist who draws a clever strip with decent jokes and art, and even though he’s been in the local paper, daily, for five or six years now, and has several self-published books, he’s nowhere near syndication.
Part of the problem is it’s an Alaskan theme that simply won’t appeal to anyone outside of Alaska.
Which is part of the problem: The syndicates look for wide appeal. The comic has to appeal to both the 13 year old Xbox gamer and the 80 year old grandmother. The strip I mentioned above, being “outdoorsy”, simply won’t appeal to, say, retired folk in Miami, or people in New York City, or surferdudes in southern California.
Your best bet is to scan 'em and turn it into a webcomic. There’s hojillions of webcomics out there: The Belfry, Rocketbox, Keenspot and Keenspace, Top Web Comics and so on, ad nauseum.
For you, Keenspace will actually host and automate a site for you, sort of like a Geocities/Yahoo site. You upload the comics, set the scheduler to dole out this strip on that day, and sit back and let it do all the work.
If you have a hundred comics already, set it for a fairly common Mon/Wed/Fri schedule, and you’ll have thirty-plus weeks ready to go, presumably enough time for you to draw more.
If you set it for a less common, but more popular from the reader’s standpoint Monday-through-Friday schedule, you still have twenty weeks’ worth. However, just keep in mind that, after those twenty weeks are up, coming up with five drawings a week starts getting to be a real chore.
Now, from a monetary standpoint, you will NOT make any money. Not even a dime. It will COST you money, materials and time. Out of the… I’m guessing two thousand or so comics I linked above, I can guarantee you perhaps half a dozen are making money at it.
Penny Arcade makes a few bucks from advertising, since they have a hundred thousand hardcore gamers reading the strip every day. Ozy & Millie makes a pittance more than break-even since he’s got a couple of books out (indie press though) and his art and dialogue is excellent. PVP now makes big bucks, from his gamer advertising and now it’s being published in an Image comic.
A rare few, with good art and a decent story, make a random few bucks here and there from having a “PayPal” donation button, or a CafePress store that carries T-shirts and whatnot with the characters.
The rest do it simply because they enjoy the art, or they have a story they want to tell, or just for something to do.
Personally, my strip started almost accidentally, snowballed amazingly fast, and has now been up for ten months and over a hundred and forty strips. However, it’s a specialty/niche market, and I hold no illusions of ever seeing widespread print.
I also had the benefit of a prexisting site and bulletin board that had considerable daily traffic.