Yep. It is good that you are planning, but don't get too obsessed. It really will all sort itself out in the first few days.

Remember that if you make poor choices it isn't the end of the world. You can send stuff home from any post office. You can have stuff sent from home to you general delivery at any post office along the way.

My recommendation would be to not plan your stops too far ahead. Each day decide what your options are and pick a destination for the day, but be flexible and adjust as needed.

Everyone recommends rest days. If they work for you great, but I don't see sitting around in one spot all day as all that great. I say only take rest days if there is something you want to do along the way and then half day rests are usually sufficient for me. Doing 25-35 miles and taking a swim then reading a book for the afternoon beats taking the whole day off IMO. On our recent TransAmerica we took two rest days in 10+ weeks. One to go rafting, and one for one of us to get xrays and recover from a fall. We did have a few low mileage days though.

My point isn't that everyone should do what I do but merely that you should figure out what works for you regarding rest days and consider them as optional.

Pete