Another option is, if we are showing the journey of the green elves into Beleriand, is to have Tom appear to them then.
This is interesting. How large was his domain at this time? If it was very large, and even including Ossiriand, we can easily give him a cameo... His domain could also end at the borders of Beleriand, and then we could see him in the background when Denethor and his people cross into Beleriand. But since Tom is basically a really good guy, and not without power, I wonder why the Lindi would leave those lands and feeling so desperate?That is true. In the elder days the old forest and toms domain are supposed to have been far larger and wider than in the late third age.
Have we come up with Tom Bombadil's Season 4 cameo yet?The only reappearing super minor character like this we have so far is Tom Bombadil, who gets a completely unexplained cameo once per season.
In the Season 4 scripts, Tom Bombadil appears during a montage of people viewing the eclipse at the end of Episode 6.Does the season 4 scripts include a Tom Bombadil scene?
How can we include him in season 5? The frame is located far to the south of his area (in Harad/Gondor), so he probably can't show up there, and in the main story men have already passed through that area on their way to Beleriand. Maybe someone could talk about their journey and say that they have met him? Or maybe we could have Bëor talk to Finrod about their migration and we show some scenes from it and in one scene Tom Bombadil is in the background?