Duplicate of #53148 Does this issue occur when all extensions are disabled?: Yes - VS Code Version: Any - OS Version: OSX Steps to Reproduce: 1. open a hover tooltip. 2. CMD+SHIFT+4. 3. on SHIFT, the tooltip disappears Steps to workaround! I am creating this because I've figured out a workaround and I wanted to let people know who find the original issue. 1. open a hover tooltip 2. move the cursor onto the body of the tooltip 3. alt-tab out of VSCode *making sure the cursor lands on another application's UI*. 4. drag that application out of the way, making sure it retains focus 5. take the screenshot with CMD+SHIFT+4