Illustrator :: Linear Conversion From ArcGIS To AI

I compile all of my data in Arc and get my data referenced and looking good. Once all of the data I need is in place and ready to be exported, I export the map out to an AI file. This has worked fine and still does.  I am new to AI and have great Arc Knowledge. Here's where my issue begins:

- Once I bring in the map to AI, the roads look horrible and nothing like they did in Arc. I exported it at the small scale (county) and the linework looks horrible. Roads that were straight in Arc are all zig-zagged and did not convert over smoothly. This would not be an issue if there were only a couple of them, However, I am dealing with thousands of unsmoothed roads. The smooth tool works, however, one line at a time and then it leaves loose connections. So this tool is not really an option for me.
 
- My next attempt at smoothing out the lines in the masses, was to select the area in question, then Object>Simplify>Smooth.  This works on some, but did not produce the output I was looking for. It smoothed out all of the selected roads, but instead of keeping them all together and just smoothing out, It moved some of the longer roads and long story short, the roads became inaccurate and did not shown what was really on the earths surface.
 
- is the scale of exporting out of Arc. At the small Scale, the map is rough, nasty and needs some smoothing. However, when exporting on the larger scale, the roads turn out fine, just as they are displayed in Arc. I have been messing around with this idea since it produces the output I am looking for, however, scales and whatnot are all out of wack creating more than wanting distortion as well as gridding out my map to export, then reassembling it. I could do that, but this map will need to be accurate and an error in this that could mess up the coordinate system.
 
There are multiple ways to smooth out data in Arc, however, the data looks fine in arc, it only has conversion errors when brought into AI.
 
Experienced this error with linears and scales? I am going to locate a new road shapefile and see if it will come out better in AI, but if there is a workaround.I have tried other files that I have, and some are better than others, however, all have large areas that will need to be smoothed.