Earlier quoted context omitted.
Name one attack that would work against a non-cloud-based password manager like pass. Note that the encrypted passwords are stored locally and are encrypted with GPG and protected with a (hopefully) complex passphrase. If your answer depends on malware that can read the clipboard, note that the same malware can also log the keystrokes used to type the password manually.
Evil maid. Cold boot. Memory parsing. Clipboard/key event hooking. Brute force. Dictionary. Autofill hijack. You can use the first four against typed passwords, but you either need to have malware installed, or your time window has to be very short. All of these can be used against password managers even without malware, and the time window is much longer, often due to crappy password managers not properly protecting…
We can also ignore the attacks that apply to manually entering a password, as my question was about ways in which password managers are less secure compared to manually entered passwords.
What's left?
Brute force: not quite possible with the default GPG key type.
Dictionary: you'd need to guess my complex passphrase to decrypt my secret key (assuming you have access to it), and I can assure you my password if I use pass would be as long and as complex as I can make it, so I'm not sure which dictionary would contain it.
Autofill hijack: I don't use autofill for passwords.