I am wanting something similar to this person, except the element I want to match might not be a direct sibling.
If I had this HTML, for example,
<
var link = $("#me").closest(":has(h3 span b)").find('h3 span b');
Example: http://jsfiddle.net/e27r8/
This uses the closest()[docs] method to get the first ancestor that has a nested h3 span b, then does a .find().
Of course you could have multiple matches.
Otherwise, you're looking at doing a more direct traversal.
var link = $("#me").closest("h3 + div").prev().find('span b');
edit: This one works with your updated HTML.
Example: http://jsfiddle.net/e27r8/2/
EDIT: Updated to deal with updated question.
var link = $("#me").closest("h3 + *").prev().find('span b');
This makes the targeted element for .closest() generic, so that even if there is no parent, it will still work.
Example: http://jsfiddle.net/e27r8/4/