All my skew *planing* work is with the cutting point in the lower third of the edge with, as you say, the long point up, irrespective of diameter. The point of cut is still only a *point* on the edge and very little of it is actually *used* - so there's another pointer to a narrow tool being better. Economics. A longer skew just means you're grinding away more metal that has never 'seen' any wood! And wearing the grinding wheel down more! ;)
While I have used a skew for roughing - and still do on pens - it really is ridiculous. Using a tool which really needs to be sharp to get a finish in the environment most likely to knock it off sharp, when there are roughing gouges which can easily be used to cut right along their edge before needing grinding!
Have all those insisting that a long skew is essential actually *tried* using a shorter one? I did a few days demoing in July where someone spotted a few pens I'd done - the sort with a long hole to take a BIC refill - where I'd put a captive ring on the end. Would I show them how, please? I ended up doing dozens - I'd run out of pen blanks to I was using some bits I'd taken, intending to do some lace bobbins. Now, I've seen it done with a 1" skew but with something that small, in my view, it seems clumsy and I use a 1/2" skew for most of the work on the pen but use a mini skew, about 3/16" across for the captive ring. If I have had any digs, I've not noticed them!
Ken