I have mine resolved. I ended up nuking the original image and uploading a new sysprep’d image. I think my problem was the original image had some crap dell partioning, seems like I saw the 100mb partition was more like 300mb. I blew it all off, uploaded a new one and it is working. The only weird thing now is when I deploy the first time it errors on creating both partitions on a clean drive, but if I assign the task again it works every single time.
Also I cannot seem to get multitask to work. The machines just sit there in a waiting period but all of them are up, I tried it with just two also and they never start.