Using some help from the other answers here, I ended up doing the following: Take a screenshot without the shadow (CMD+SHIFT+5, then click while holding the OPTION key). Crop the title bar and apply the shadow using imagemagick (first installing imagemagick on mac using brew if not already installed). $ brew install imagemagick $ convert screenshot.png -gravity North -chop 0x94 \( +clone -background black -shadow 80x20+0+15 \) +swap -background transparent -layers merge +repage result.png