Here is the low-res PSD example file for recreating the issue where the output does not match what you see in Photoshop:
The problem: In general "generate assets" works great and as expected, but I use adjustment layers and image layers as clipping masks on parent groups of child and grandchild layers I want to output. Unfortunately the output seems to ignore all the grandparented clipping layers, but does respect masks if I use "include-ancestor-masks":true.
The latest CC update has not resolved this issue. I've worked around it, but it's a huge pain in the butt and time-waste. If you can find something I might be doing wrong or otherwise figure out how to get it to output correctly, please let me know.