Why won't my MacBook detect an external display?

About 50% of the time, my MacBook doesn't detect an external display. I put it to sleep when leaving the office, possibly use it at home that evening, and the next morning when I return to my desk and connect it to a monitor, it doesn't detect. The "detect displays" command it of no help and a reboot is the only solution I've found.
 
sad I’m frustrated
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