I will take a crack at this, with the expectation that better answers will follow.
Since I don't know exactly what day you were chasing, it's difficult to know exactly what conditions you encountered. For instance, were you in the warm sector ahead of the cold front? In the cold air behind the front, but the cold front was of type "anafront", where the warm air flows up and over the cold air and causes widespread cloudiness and precipitation a good distance behind the front?
One thing you can do is look at surface data plots (METAR data) -- check stations in your target area that report cloud cover and cloud ceilings. (Not all do.)
For instance, if the target area sky cover reports are predominantly "overcast with low ceilings" you can anticipate poor visibility of storm structure, etc. If the stations are reporting scattered or broken low- and middle-layers, then things get better. (If you are not familiar with METAR reports, there are plenty of sources on the internet available via search engine.)
I am not proficient enough using satellite imagery to know how to tell whether or not a "uniform" cloud cover that is visible from space is low or high enough to permit good storm observing. Others will have to chime in. I do know that I have had good viewing of storm structure under overcast skies if the ceiling is high enough--and whether or not it was high enough was not evident to me in satellite photographs.
An example is found in the 5/11/2023 event report, where individual supercells were visible from the ground even though satellite and radar views did not resolve individual cells. (I'm ignoring overshooting tops which did indicate the positions of the cells but did not resolve them in the way I mean.)
I hope this helps.