Because 'headroom' depends on the duration of what it is provided for, such a characteristic as a spec. can be vague/misleading at best. What I feel comfortable with is the continuous or sine input power rating, and perhaps a peak value of output, although the latter again could be open to conjecture as said.
Pardon if repetition (have not now read through the lot again), but it should be clear that this is mainly a power supply thing. Mostly continuous power drops the rail voltage to its lowest value, which in any proper design should be above 70,7% of the no-load value. That means that if a continuous - peak rating differs by more than 3 dB the design begins to be questionable. From that alone one can conclude that available intermittent peak power would be no more than double the continuous value or 3 db up, which does not represent a significant increase in volume - it is sometimes called 'just audible'.
Any 'headroom' concept is too linked to the type of music to be part of a specification. What is normal, what kind of headroom is required by a specific kind of music? For a classic symphony that might amount to all of 20 dB or more, for modern popular music (with the kind of recorded over-amplitude I read about on CDs) it might not be much. It is a matter of experience/taste, and folks will need to estimate what will typically be required in the case of each person.