When I started contributing to OSM, I used to be super stoked to add new roads to the map, either with satellite imagery or with GPS traces.
These days, that doesn't excite me so much. I suspect this is mainly because getting the roads names is either tedious (camera phone) or impossible (aerial imagery tracing).
I have developed an interest in updating the TIGER import to show tertiary roads. When the USA census TIGER data was imported, roads less than secondary were typically tagged "highway=residential". However, if you know your neighborhood, you'll know that some of them are supposed to be arterials. I've been trying to go over Oregon (particularly NW, the Pacific coast, Central and NE) and tag the tertiary roads.
Maybe some of my changes will be useful for routing someday.
How have your mapping interests evolved?