I was hoping that some of you could answer these caboose questions. Are there scenarios that would justify more than one caboose on the same freight train?  Are there scenarios that would justify multiple cabooses with different road names on the same freight train?  Are there scenarios that would justify a consist where the caboose was immediately behind the engine and all the freight cars were behind that caboose?  Where cabooses occasionally swapped [or shared] by foreign railroads where a Santa Fe engine consist could have a CB&Q caboose on its end?
I am trying to incorporate the caboose into my track drawings and operating plans, and these possible scenarios would allow for a lot more variety.