Even with my basic travel expenses all reimbursed by my employer/clients, I still end up spending a lot of money out of pocket for all my weekly travel. There are many extra expenses involved in being on the road that are not reimbursable or above reimbursable amounts that I wouldn't have if I was at home. I haven't done the math, but I think if I saved up all that money I'd otherwise be spending on the road, I'd be able to pay for the vacations I'm taking using points and miles. I could probably get more bonuses, too, if I was able to spend all the unproductive time I spend in transit working on going the extra mile for my job, as well. It seems to me like it would all even out. The difference would be that I'm used to getting my vacation travel for "free" and not saving up for it.