Yes, I would love for him to get together with Gilbert too! I was playing one of the videos someone posted and Timber was whistling and answering the video bird (he usually doesn't say too much). It made me wonder if he misses interaction with other birds, or if he was jealous because he thought I was being "unfaithful." I am very much a creature of habit and routine myself, so we are compatible that way.
I have been enjoying our summer so much, and have found it really fulfilling to work with Timber. I keep hoping and praying that he doesn't regress, which I know is possible, or get hormonal, since he is between 4-5 years (or so we think) but time will tell!
He was so excited to see my son last night (home from college for the weekend). He was practically dancing on top of the cage and REALLY didn't want to go to bed. That is to be expected though, so we gave him him slack due to special circumstances! Like Gilbert and your daughter, Timber really is attracted to Dakota. He can't handle him like I can, but he generates a level of excitement that I never do.