A few times when I've visited Pipe & Pint, someone has wanted me to pick out a pipe for them. I think the perception is that as a pipemaker, I must have magic senses or something, but the disappointing reality is that if somebody wants me to pick out a good pipe for them, first we'd have to have a 20 minute talk about which tobaccos they like, what style of tobaccos they like (flake, ribbon, etc), what their personal idea of style is, their tastes in classical vs imaginative, and of course how much money they have to spend.
Although, when it comes to new smokers my advice is always pretty much the same and simple - Have someone decently knowledgeable in the shop pick out a simple classical-shape basket pipe, preferably a straight or something mildly bent, and 2-3 cobs to go with it. Minimal investment and thus minimal waste if the person gives it up a month later, and if they find they enjoy these basics they can go in any direction from there.