I just received my razor and strop (with 0.5µ chromium oxide paste on one side). from RupRazer...and asked Ken the same question. Here's his response:

"...I recommend using the rough side every four or five shaves and then only four or five laps. I do this on my strop and I have razors that have not been on a hone in over a year."

Since you're new, I'd suggest his starter set will keep you set for a while until you decide how far down this rabbit hole you want to go