I own two Days and love them so much. I have owned and sold other styles such as as Work and City. I did own a Purse but sold it (and am now regretting that decision and in search for one). I love shoulder bags.
I do use a purse organizer in my Day or else I find it turns into a bottomless pit. I use this purse organizer in all my bags. It helps keep me organized, keeps my bags clean and makes changing bags a breeze.
I was also wondering if I should get a day. I'm used to bags like Proenza's PS1, the Chloe medium marcie (with shoulder strap), Givenchy medium antigona. Would a day be too much of a change? Are they easy to throw on and forget about (not having to fight with it to be on my shoulder)?
Also do you think RH or GH looks better on the day?