Wow, I always thought it was a hassle having to travel to the coder of our games to deliver my latest graphics on a bunch of 3.5 inch diskettes, because one of us didn’t have a modem yet, and modems were quite slow in the late 1980s. 
Speaking of print to digital: I remember typing pages filled with BASIC listings from a computer magazine to my Commodore 128, only to get an error when I ran the program. 
In the mid-1980s there were also computer radio shows that broadcast bleeps. If you recorded that on analog cassette tape, you had a chance that all data had been properly transferred, and you could run the program from tape. That was like magic.