Now with this new GPS, it's much easier. .. i now can see the waypoints i put in.

Here's what i do... maybe you do too..

Using cardstock que-cards (a bunch of 50) with a clip. ...and a pen. I mark down the point #, and then the description, (as much as i need to remember it)
For those lines roads or trails, i mark down 2 points ie. ( #5-6 footpath) that means, from point #5 and along my tracks to point #6 is a footpath.
... and then for areas, i put (#7,8,9,10 amenity=parking )

This way, it's rather quick.. so then when i get to a spot where i have wi-fi, and can upload my tracks and points.. i 1st load them all to OSM website. then i open up JOSM, and open the track file (direct from the device with USB) and then zoom in to the area that i want to play with. Download the latest so far, and add in what i need to, and upload the changes.

After that, i jump onto here and write in the user diary a little something about what i did.

So when im marking something, and want to see exactly how it "should (recommended)" be marked, i just zoom around to the closest spot where it exists already. Maybe like 75% of the time; point, lines, areas already have been done somewhere close. ... making it easy. .. and so, if im not sure, i go ahead and message the person who drew in those points,lines, areas so to keep them up- to-date. ... but more frequently, i just look up on the Wiki Map Features page.. or zoom out to another country (that i have been to) and find something similar.

Cheers,
Sam