I'm not convinced that it would. Especially without a proper switching lead.
Ok I agree you would need a switching lead with a yard like Enola however some yards don’t have a lead. I would also throw in a runaround to bypass the ladder.
That being said do this experiment.
Try a session focusing just on Enola and use the track coming out of Enola into Lewistown as the switching lead.
Bring in a freight on the middle track. Uncouple the engines and run them to the servicing track.
Bring out the yard power and start breaking down the train. Send the cabin to the cabin track.
After classifying all the cars. Start making up a local on the track closet to the yard.
Go grab a cabin (maybe dig one out other than the one that just came in)
Start building the train and avoid cherry picking. Block the cars like the crews would.
Now go get the power. You may have to do some hostling depending on what is next in the assignment roster.
While you are waiting for the crew, have another local come in on the middle track.
Send the new train out to go about its business.
Start the process over with the local that just arrived.
At this point I’ll wager you have just spend a solid hour or so doing all the above.
Remember that you are only focused on Enola. If it were stand alone, instead of the rest of the layout, you would have a staging plank in its place.
I think you will be pleasantly surprised.