I agree the comments below - try to reach out/ find a dog trainer that you could contract to help you. Also I was thinking along the lines of horse example - can you walk around your block - so maybe you would normally walk the equivalent of 3-4 blocks just try the walk around your block so it changes it up so you can get Woody used to walking past your house multiple times that way Woody won't know when the walk is done. It will probably be toughest the first few times but you can reassure Woody the walk is not finished and take her past the home and to get her used to walking back towards the house.
M
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RE: Can you help with Woody part 2?