A group called The Cascadians, might be a good option for you and your buddy. There is a small joining fee per year. $35.00 I think. They will teach you all the basics from the 13 essentials, equipment choices, food choices, hazzard evaluation, glacier travel, etc. and eventually to summiting a mountain like Mt. Adams, which might be a better first mountain choice. Mt. Hood can be fussy with the weather. Many of us have seen Mt. Hood go from sunshine to blizzard in a very short period of time. Mt. Adams' weather is more stable. It's more beginner friendly and more forgiving to mistakes...Good Luck....