In reply to Kevster:
Everyone I've spoken to says that Strand is nice (walkin). In the same area I enjoyed Emulator (I think, the E1 corner that's either emulator or imitator) as well as Gogarth on the main cliff.
At Castell Helen I enjoyed North West Passage (50m rope to access should work). There are a number of VS-HVS things your friend will probably enjoy leading.
If you fancy some classic adventure then Red Wall (long rope, 80m or so, allows you to do it in one, or you can approach on 2 abseils for which a 50m should do) or Mousetrap (probably ok with a 50-60m rope) are probably the trade routes.
If you are near Dream then whilst I've not done them people say that Britomartis and Concrete Chimney are other HVSs well worth doing. If you abseil into those then a 50m rope will get you to the ledges on Dream/CC (above the first pitch of Wen) I think.
Other things apart from the Strand on my wish list (so not done but interested in doing):
- A whole bunch of other E2-ish sorts of things on the upper tier whose names escape me
- Rat Race & perhaps Big Groove (if the belays aren't sketchy, have heard some tales!)
- Moon and Wendigo on the south stack crags
- Atlantis-true moments-free bird and perhaps Kalahari.
{Moon and a-tm-f are traversey though so maybe less suited to your friend seconding. }