Included is my crash dump, crash log & editor log.
After I build my assetbundles, I attempted to test out the downloading mechanics via editor. It crashed. So i tried building the player, thinking the editor can’t do it. player crashes too. If i have simulation mode on, the editor works.
I’m using unity’s assetbundle manager from bitbucket, but currently have a altered version to work on 5.5.0p3 plus I exclude out using the server part. I only care to download & cache local assetbundles. I’m using asset bundles to reduce the size of my sharedassets0.asset file as it went WAY over the limit! 
Link to my assetbundle manager: GitHub - effofxprime/AssetBundle_Manager_5.5.0: A WIP of a modified version of Unitys AssetBundle Manager and Samples
2909648–214502–crash_951528827580074a9ed98aaa3148b4e8.zip (63.5 KB)
Heyyyy I figured out my problem. I wish I could just @ -EVERYONE or something. 
Probably for the best that I don’t. hahaha
Okay Lets go into some detail as to why everything is just messed up. First I’ll address my issue and how I resolved it.
Turns out asset bundles have a size limit at which unity supports for downloading them. My rough guess is that they need to be ~500MB or less. Rough guess is because I had just a bit higher than that and it only worked when I have it a bit lower than that. What worked? The download process. I should have saved some of the errors but the closer I got to ~500MB, the more information was reveled. I only assumed it was because of size and my assumption proved me correct.
I could not find this information in the documentation anywhere. Maybe it’s not intended and it’s a bug, I dunno.
I hope someone from Unity sees this and address this is someway.
The weird thing about how it “compresses” asset bundles is, well for my case inflated data. For example, the bundle that I was having SOO much trouble with, I broke down into several pieces. Let’s take one folder for example here. The size of this folder is ~172MB. The asset bundle is ~515MB. I use ChunkCompression as a build option. It was recommended when you’re using assetbundles for local use only, or so I read somewhere here on the forums. Seriously, wtf? More like ChunkInflation!!!
The whole reason I started using assetbundles was, my sharedassets0.asset file for the game was over 4GB. Again, another limit not found in documentation! At least, I haven’t found it. /shrug
I’ll be MORE than happy to file bug reports if this isn’t suppose to be the case. I just need Unity to verify that for me. I’ve submitted enough bug reports that aren’t bugs because of vague errors & problems. I don’t want to fill up their queue with crap.
Thanks for listening, I don’t mean to be so aggressive in my report but I’m just very frustrated with whats happened.
-Jonathan