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SpaceX has been launching a line of satellites that can be quite fun to track and observe as they pass overhead. This website figures out the time that the satellites will be visible in your location. Obviously cloud cover and weather are uncontrollable variables that will ultimately determine if you can see anything. 

Best bet for Roseburg will be probably Friday night this week. 

https://james.darpinian.com/satellites/?special=starlink

How to See Starlink Satellites in Roseburg