Thank you both. I was leaning toward the single night. This is VGC, so only one room category. I was just concerned about having a "spllit stay" that is linked. Last time I was told they can't guarantee the same room for the entire stay, but I don't know if that is correct.
But, I agree, will lean toward single night WL. I also worry about screwing up the first reservation. The extra night is not critical. I don't want to start a new reservation/waitlist because it will borrow points before I cancel the old one. Thanks!