For what its worth. I use a couple of MLX90614 sensors attached to my weather station (cheap Infra-red temperature sensors that can be used with arduino or ESP8266 in my case) I have one pointing vertically upward measuring the column of air above. Clouds are relatively hot compared to space. On a good imaging night I typical see temperatures of -20 to -30 C If clouds come over temperature increases greatly. If I see temps hotter that -15 C I inject a weather alert into the scheduler. I also have a sensor on the end of the scope tube measuring the temp of the target I'm imaging. If clouds cover the target same applies. Maybe with some thought the scheduler could be made to move onto another target...

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