I use perlite in clear plastic cups in the same way - I soak the medium, then let it drain. After I put in the cuttings, I check the top for moisture or how easily it "crumbles" or moves apart. More importantly, I can see moisture inside the cups, below the surface level. If I see the moisture, I just leave it. When it seems loose - or dry - inside, I put in a little water. This "eyeball" method has worked well for me.