I downloaded Scrivener, a organizational writing tool. It aided me in the process of adding dates and years it was very satisfying.
I now know that the book spans four years, it's started in December, and that my main character was born in July. I knew none of this before the reread.
Moving from Microsoft Word was a daunting idea, but since I was restarting everything in my writing I thought I'd change the tool I edited with.
I plan on writing in the program next novel.
On the left are the days, in the middle is the writing and on the right is the index card with info for the day. I'm very happy with this.