My question is what method would you recommend for a ride I'm planning? I will be taking 2 1/2 weeks to make this run. Do you recommend one continuous list or break it down in sections or by days.
Thank you in advance!

Personally, I find it much more manageable to plan day by day. I keep all of my routes in one list, waypoints in another, but both nested inside a folder. I name the routes using yyyymmdd format and then use letter suffix if there are alternates for a specific day. This way the routes come up in order of use when they're loaded into the GPS. Creating one very long route as you have shown will almost always cause the GPS to truncate the route as they can only handle so many route points in a single route.
I placed my day routes within a folder and find it much easier to calculate my ride for that day. I guess that's why they call it day routes :)
Question:
I tried to export the files on my iMac and import on my MacBook Air and I seem to have lost the folder organization. Is there a file I can just copy on my iMac into the MBA that will retain the folder and route structure?
Thanks again for all the help!