Pro digitizers will compensate for this phenomena by designating a split satin stitch for those areas so that no one satin stitch gets too long. But, when the stroke of a letter gets really wide, the satin stitch will get too long and can easily get snagged. Usually the strokes of a letter are digitized as satin stitches.
However, one thing you should check, especially on large fonts is how thick parts of letters are stitched.
It’s hard to determine the quality of digitizing when you are just looking at pictures of embroidered letters online. Very thin embroidery fonts will get lost in the nap of the fabric, even if you cover the towel with some water soluble stabilizer before embroidering.
If you are planning on stitching out your monogram on towels or some other type of nappy fabric, the best monogram font will be one that has tome weight to it.