Congratulations on all the hard work you put into your quilt so far! I'll share what I do and let you decide for yourself. Since I do NOT make my binding on the bias, I press the binding flat on the front side first, and then press it into place on the back side to set up an even-as-possible fold; since it's not BIAS binding, there is no real stretch to worry about. [If your binding is on the bias, just be sure to PRESS: hold the iron held absolutely parallel to the fabric and pressed into place without moving the iron at all.] I'll tackle the corners first, pinning the (theoretically) Perfect 45 Degree Angled Fold with a top quality straight pin. Then I'll pick "somewhere" to start and use the binding clips (these metal pop-closed, pop-open clips are sold in the hair accessories section) to hold a "fair sized portion" (about 3 feet) of the binding in place; no more punctures into the fabric except for the needle and thread stitching it into place and nothing to poke me (or my Quality Control Supervisor Cat) while I move the quilt around as I work on it. Another consideration: if the quilt is going to my grandkids or someone who will be using the quilt actively, I use Steam-A-Seam Light 2 and then machine stitch the binding on afterwards for extra strength. Everyone else gets hand-stitched binding.