I do it as early as I can and it makes me feel like a responsible adult, especially because I'm using one of the swaggier filing solutions instead of turbotax or whatever so it's nice and free
This time around it's a little more annoying because I have to deal with self-employment stuff from my gig economy job last year. But I actually might get a slight refund which I wasn't expecting so
I've been using Freetaxusa since I started having to do taxes and it's worked great