Are you using a version of SolidWorks that has the 3D annotation (PMI)? From what I have seen in the sales brochures, it looks pretty good and it appears they did a good job of leveraging it for FAST 2D drafting. It will be interesting to here how well, if at all, the PMI shows up in 3D Adobe.
For now I am using SolidEdge for numerous business reasons. So, when I get some experience with that one, I'll let you know. Another system, which from what I have seen is just "lights out" for modeling is SpaceClaim; very impressive. They too have 3D PMI but I have not had a demo on it yet, but will. And I do have the free trial to try it out. I'll be interested to know if their PMI goes over to the JT file. BTW - SpaceClaim has the JT translator OTB. Are you listening SolidWorks?
As for convincing an organization to go 3D PMI, there just isn't any one answer. It's just classic croney issues that keep our society from going for it. But look at what is happening. High end system like I-DEAS was the only one with PMI. In fact, I-DEAS (when it was SDRC) was the one who coined the acronym PMI. NX soon followed suit after the merger of SDRC and UGS. Keep in mind too though that even the older UG system had embedded 3D GD&T and is quite powerful. But now look at the mid-range market. SolidEdge has had PMI for a while now and SolidWorks is finally getting on board and like I mentioned SpaceClaim. Owe and BTW Catia also has the capability. Owe and there is now an ASME Standard, now 4 years old, ASME Y14.41-2003 that defines how PMI is to be displayed, queried, etc.
What more common sense does "leadership" need to see the light. If it's wait and see what the other guys do first, then they should turn in their year end bonus! That's not leadership.
Lead, follow, or get out of our way!