What ceiling does the FAA consider to be controlling for FAR 91.155(c)? The ceiling reported at the airport for which the surface-level controlled airspace is designated, or the ceiling directly above the airplane?
What specific guidance has the FAA issued on this topic?
FAR 91.155(c) prohibits VFR flight (in the absence of a Special VFR clearance) "beneath the ceiling under VFR within the lateral boundaries of controlled airspace designated to the surface for an airport when the ceiling is less than 1,000 feet."
Just for clarity, let me emphasize that this isn't meant to be a question about the status of "extensions" in relation to FAR 91.155(c), so maybe SIT/PASI (linked above) is a somewhat ambiguous case-- I just picked it because the surface-level controlled airspace extends so far from the airport. KSHR in Sheridan WY is another case with rather expansive surface-level controlled airspace, that avoids the "extension" issue.
Or to "put a finer point on it":
If the airport (for which the surface-level controlled airspace is designated) is reporting a 900' ceiling, does that mean I can't operate VFR (without a Special VFR clearance) below any cloud ceiling, regardless of its altitude, anywhere in the surface-level controlled airspace? Or if I deem that the ceiling in a distant portion of the surface-level controlled airspace is clearly above 1000' AGL, am I fine to operate under VFR in that portion of the airspace, below the ceiling, without a Special VFR clearance, so long as I stay 500' below the clouds and meet the other rules applicable to flight in Class E airspace?
Same as 1), but I'm operating in a distant portion of the airspace where there is no cloud ceiling at all. Do I still need a SVFR clearance?
Conversely, if the airport (for which the surface-level controlled airspace is designated) is reporting a 2000' ceiling, but my flight path will take me over high terrain where the ceiling appears to be lower than 1000' AGL, am I ok to operate under VFR without a Special VFR clearance, as long as I can stay 500' below the clouds and meet the other rules applicable to flight in Class E airspace?
If the reported ceiling at the airport is considered to be the controlling factor for FAR 91.155(c), and automatically causes the entire surface-level controlled airspace to be considered "IMC" (i.e. off limits to VFR traffic without a Special VFR clearance) up to some level, even if flying in a distant portion of that airspace where there are no clouds, then what defines the top of that off-limits ("IMC") airspace? Does the top of that off-limits ("IMC") airspace have a constant AGL height, equal to the reported cloud ceiling at the airport? Or does it have a constant MSL height, equal to the MSL equivalent of the (AGL) ceiling reported at the airport?
Another way to think about the question, is to ask "when flying VFR without a Special VFR clearance, if I'm only going to be operating in a distant portion of the surface-level controlled airspace, in what circumstances am I obligated to determine the reported cloud ceiling at the airport for which the airspace is designated, via listening to the radio or other means? Any time I think there may be a ceiling 1000' or lower over the airport? Or only in cases where that information would help me ensure that I don't fly below a ceiling lower than 1000' AGL at my location?"