CC&WB
I get the concept behind car cards, that each car gets a car card with reporting mark and road number.
Sorta. People tend to get hung up on the two pieces of paper, a "car card" and a "waybill". Really what the combination of the two is supposed to do is to represent ONE piece of paper, the railroad waybill, which has shipment and car info on it. Back at the dawn of time, model railroaders realized that you could make the car information on one piece of paper and the shipment information on another so you could mix and match cars and shipments without having to rewrite everything.
Don't think of it as a "car card" and a "waybill", think of it as a railroad waybill.
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I want the Sheridan yard switcher to pick up the loaded wood chip hopper and move it to the Sheridan Yard (all of 5 feet away!). Ideally, that operator should know which track to place the loaded car on as I have designated tracks for westbound and eastbound pickups.
A real waybill tells the origin of the shipment, final destination of the shipment, what route it takes (railroad and junction point between RAILROADS), what's in the car, how heavy it is and what the billing is. The internal routing isn't in the waybill per se, that's handled by the railroad's transportation documents. Modern railroads have a "block", a grouping of cars that are handled the same way. The waybill won't have the block on it, but I like to put a block code on my waybills to help the operators.
Why do you want to restrict where the yard engine wants to put his cars? You might have a valid reason. I want the Wilmington switcher to put the Maryland Ave, 6th Ave and H&H cars in track 1 and the DRE and float cars in track 2. I do that because they are double ended tracks and the switcher that will spot them can work those tracks from the other end so the yard engine does have to do detail blocking, the job that spots the cars digs out his own spotters. I do that by saying so in the yard engine's "train card" or instruction sheet.
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Since this car will generally be travelling west, should the first waybill entry show the final destination or the first destination-in real life,
The waybill should show the final destination of the car. If its going to an industry on your layout that would be that industry (and possibly track and spot). If its going to an industry off line it can be that industry, or the interchange, junction or connection where it will leave your layout.
It seems like when the locomotive uncouples from the train the waybill should be turned.
The waybill gets turned when the shipment changes from load to empty (or vice versa) or the car leaves the visible layout. When the empty is spotted at industry and the car is loaded, the waybill gets turned. When the load is spotted at industry and emptied, the waybill gets turned. When the car is delivered to another railroad in interchange and its going to come back via the same interchange, the waybill gets turned. When the car goes into staging and comes back out as another shipment, the waybill gets turned. Each position on a waybill is a separate shipment, car order or empty return.
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Does it seem correct that every time the car is dropped off by one train and picked up by another that the waybill should be turned? It does to me.
You can do it however you want, but in most systems that isn't how it works. You tell the crews what to do with the cars. I give the yardmasters a sheet which shows which blocks go on which trains, I put the block code on the waybill and I color code it with a hi-lighter (its not prototypical, but it helps the operators.) Each train gets a train card that tells what to do with the blocks. Any car going to anyplace in Wilmington has a Wilmington block that is hi-lighted yellow. All the Wilmington blocks start with "Wilm-". anywhere on my layout, if you have a car with a yellow stripe on the waybill and a block code of "Wilm-****" in the via line, you know its going to Wilmington. If you are at Wilmington and you have a car with a yellow stripe and a block code of "Wilm-****", you know the car goes to industry or interchange someplace in Wilmington, so you keep it at Wilmington.
A lot of this depends on your level of control. If you are very highly control oriented and want to specify which track every car goes into at every step of its trip, you can certainly do that, just remember a waybill only has 4 positions, so if it takes 8 steps to get from A to B, that means you need a folded waybill with 8 positions. Also if you rigidly limits which tracks can be used, and something deviates, it can screw things up. If you REQUIRE east cars to go into track #1 (8 car capacity) and REQUIRE west cars to go into track #2 (6 car capacity) and the yardmaster has 7 west and 5 east, he'll have to slough cars to another track. If you let the yardmaster decide, then he can put the 7 cars in the 8 car track an the 5 cars in the 6 car track and life is good.
Having said all that, you can make CC&WB do whatever you want. Its very flexible.