I'm a Diamox user and I would not recommend it use until you establish a problem with high elevations. I know my opinion is in the minority. I had problems my first trip with headaches, two years later I drank and drank and the only symptom I had was slight nausea on the summit, which went away by the time I reached Trail Crest.

I my opinion, two poles are better because your upper body is helping you whereas as all you get out of one pole is better balance.