Systems and methods for assessing text legibility in an electronic document are disclosed. According to certain aspects, the electronic document may include a text layer and a background layer, and an electronic device may generate a text mask comprising a set of glyphs at certain positions. The electronic device may analyze the text mask to generate an output comprising a set of bounding boxes that indicate legibility degrees of the respective glyphs included in the text mask. The electronic device may display the output for review and assessment by a user, who may use the electronic device to facilitate any modifications to the electronic document.