I do not see why smoking a pipe consecutively (daily) as opposed to a smoke every other day, or however often you like, is necessary to break a new pipe in.
In reality, it may be good to let the pipe rest more than just overnight (i.e. take a day off). This will ensure that it is nice and dry, and ready to be smoked again. You don't want to smoke a new pipe (with bare briar and no cake) too often, as you will likely get the pipe too hot or moist and risk buring it out.
Even if you only smoked the pipe once a month, it will still break in, just more slowly. I've heard, similar to your friends method, that in 10 to 12 smokes the pipe is about broken in. That's not to say that a pipe will be completely broken in in only 10 smokes. It will continue to "break in" for quite a while (some report years). Every pipe is different.
In short, take as long as you want to "break it in" and only smoke when you feel like it. If you want to smoke everyday, then go right ahead. As long as you are careful not to puff too hard and overheat the pipe, you shouldn't have any problems.