My neighbor and I were talking tonight and I was telling him about the Iceland Air Hawaii deal (he has family in Hawaii). Upon further explaining my new love for the points game, we got to talking about how he is now going to have to travel for work. I told him I would post on this AWESOME forum with some incredibly knowledgable people to see if anyone had some good tips and tricks to maximizing his situation for gaining the most miles. He is going to have to fly from Chicago to Orlando for a week each month. He has never played the miles game before. He does go to Hawaii to see his parents when possible. He does not get to charge the flights (or hotels) to a personal card because his company has a charge card they use for business expenses. He does not have any mile credit cards. Does anyone who has to fly a lot for work have some advice for him to maximize his situation for the most points? Am I forgetting any helpful details?