Thank you!Well I would actually argue that a good place to end would be 164 which is the end of the Armageddon arc (which goes from about 150-164 and its a great arc that you will want the whole thing and I think ends well given everything up to that point) which some fans consider a good stopping point and I do agree with that. Their is one unresolved thing from that that is put to the forefront of the Hine/Haberlin run from 166-184, but at the end of that their really are more questions that are asked and to a certain extent haven't been answered even now and I kinda consider those issues filler.
1-100 I think are great to get your hands on as it weaves alot of characters and relationships pretty well, especially early on and you can jump on them relatively easily with the Origin series. 100 could maybe be considered a false end (I would also say the same for 164, but that could be taken as a true end), but after that I think you can jump around certain issues as I think some would say you can go from issue 100 straight to 150 with no problem. If their are some arcs I would recommend between 100 & 150, I would say The Kingdom arc from 107-113, a Season in Hell arc from 117-120, and A Thousand Clowns, Hellbound, & Devil To Pay arcs (134-144) and you can then jump to 150-164 from there. Can you jump from 100 straight to 150 and not miss a beat, I think so, but I think the aforementioned arcs add something to the larger story that help. But those are my thoughts.