Sleep problem with ext monitor

When the ext monitor is connected closing the lid causes does not put the computer to sleep, but into some kind of an unconscious mode (no pulsing light or fan), from which it won't wake. I have to push the PB for several secs and then wait a few more to push the PB again to reboot - usually successful. Any suggestions?

If you disconnect the external monitor, does the MacBook Pro act normally when it wakes from sleep?
Hook up the external monitor and try booting into the Safe Mode.  Shut down the computer and then power it back up. Immediately after hearing the startup chime, hold down the shift key and continue to hold it until the gray Apple icon and a progress bar appear. The boot up is significantly slower than normal. This will reset some caches, forces a directory check, and disables all startup and login items, among other things. If the system operates normally, there may be 3rd party applications which are causing a problem. Try deleting/disabling the third party applications after a restart. For each disable/delete, you will need to restart if you don't do them all at once.
Safe Mode
Safe Mode - About
Apple support article:
Video Troubleshooting Internal and External Monitors

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