Today I was delighted to come across a scan of Learning the New Breviary by Fr. Bernard Hausmann, SJ. There seem to be a growing number of good resources for learning the Extraordinary Form of the Mass (low Mass, specifically) but I haven't seen much for learning the 1962 Divine Office. I haven't heard it mentioned much, but Summorum pontificum art. 9 gives Latin rite clerics the general option of saying their prayers this way.
The copy that someone scanned is from the old Capuchin novitiate library in Milton, Massachusetts. Small world! Check it out over at Churchlatin.com. The book was published in 1961, which means it's in public domain unless the Jesuits renewed the copyright, which I doubt.