Desktops, Laptops, Tablets and other computer related hardware
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well if you are compiling your own octoprint support will be pretty limited, but the image of raspian should have a network.txt file you can edit on your MAC prior to installation into the raspberryPi. here you will put in your network and password info so when the pi boots it will automatically log in. no cmd line required. That being said, do you have the octoprint installed correctly on to the image... I dont know. if all else fails just download the octopi image, enter the required network info into the image prior to installation into the pi and see if that works.
He's already been through this (he posted on the facebook page last night). My mac install went quite smoothly and I'm out of ideas for why his isn't. The issue is getting it on his wifi network.