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Thanks for your input. Cutting the Rye short should not be a issue that time as I will be hoping it will die out. The Moisture can be controlled as the lawn does have irrigation. The Herbicide applications I really doubt will happen as it is unlikely the owner will pay someone for it, but I can hope.
Not only will you need to cut the rye short but you will have to do something to disturb the soil and create a decent seedbed or you will have little to no success. The better the seedbed the more success. Trust me, been here done this.