Nails too sharp

Katie • Baby no. 1 due 1/17/2020!

Nail trimming advice! I have a Thumble and file my baby’s nails for at least 20 minutes a day. I try to get all the sharp corners and feel them after and they seem soft. But later I’ll walk around with him and will feel his fingers dig into me and they are sharp! And he gets scratches on his face. I am at my wit’s end. I am worried he’ll scratch his eyes. How on earth do I know that I’ve filed them properly??? What am I doing wrong?