So, not a guy who had a secretary, but I used to work with a guy who didn’t just print his emails. He would print out each time he got a reply in an email chain. He’s print the original email. Then he’d print it again once there was a reply. Then the next reply, he’d print again. When I had to help clean out his files, I found emails of 15-20 reply chains, each one of which had been printed and stapled and then paper clipped with the other emails from that chain. Some of these were probably close to 100 pages, single sided, of the same things printed over and over and over again.
His computer screen was also totally full of icons. No apparent organization, just randomly scattered and with no free space.
He also made folder and file names so long and descriptive that he’d run out of space, back when there were still character restrictions on the length of a file name.