I usually see a topic in the news and look for background info on it. If it doesn't exist on wikipedia I try to add it. (e.g. When the 2006 Miss America pageant was on I tried to look up state level pageants and couldn't find many pages. I put in a request for state level pages, as well as more clarification on the Miss USA vs. Miss America pageants at the state level.)
I also like to link existing information. (e.g. Eminem's wife and daughter have pages, but they were not linked from his article. I created the links.
Occasionally I'll read a book or hear a lecture on a topic that hasn't been covered and add a completely new article. (e.g. Added Cao Rulin page after hearing a lecture on the Paris Peace Talks. Added Fresno Pacific University when my friend became a resident director there.
Discover my (wiki)life's work. There are so many roads to go down. I probably won't write bots, or contribute a great number of new articles. The idea of creating maps has recently caught my eye, as well as adding photos to articles.
Monitor initial contributions for drastic changes.
Add images through the following means:
Solicit photographers for the use of their images. Instead of bugging people to take pictures of things they wouldn't have bothered with, find someone with a specialty (birds, cities, travel, etc.) and get open rights on what they've already taken pictures of.
Add photos to Lindy Hop from Dorrie's photo album.
I'm recently visited the Museum of Women in the Arts in Washington, DC. As a result I've been thinking more about women's issues, and am curious about the work of women on Wikipedia.
I need to research this more starting with these articles [1], [2], [3], [4], [5].
UPDATE: I was looking at photos from Wiki-Meetups and a rough survey shows only about 15% of attendees are female.