Do you have any input on how TTS explored Eugene's character? Specifically on the proposals? I know at the end of the 2010 movie, it's stated that Eugene proposed several times before Rapunzel said yes, which they obviously had to incorporate into the show one way or another.
The main issue I had with the first proposal was the fact that they made him seem relatively insightful with how she was feeling during the first movie? He was never made out to be ignorant in my opinion (except maybe for the very beginning when they first leave the tower.) I would think he would think it probably wasn't the best idea to propose on such an already overwhelming day, even if he was under the assumption she would want to be engaged. It just felt somewhat out of character to me.
I'm very curious what your opinions are! Sorry for the wordy paragraphs lol.
I don't have any insights into the process beyond what you mentioned, but I didn't particularly have an issue with him biffing the first proposal, for a few reasons:
Everything that he mentioned when he was pouring his heart out to what he though was Rapunzel but turned out to be Pascal: he correctly read their connection, correctly read that she'd want to spend her life with him. But he was acting a bit out of insecurity, something which movie Eugene does canonically have. Also, Rapunzel has always tended to try to hide how she's feeling when it's negative, so him not knowing that she wasn't ready is at least partially on her for not communicating her wants and needs. (I do have a problem with the writing team deciding that she wouldn't trust Eugene with that information, but would trust Cassandra, though.)
Eugene is also still trying to impress her family still. Although we have no reason to think that he's not good at playing royal, he's not actually trained to be noble, and would easily see a proposal as the perfect bow on an already big occasion like her coronation as heir to the throne of Corona. Again, Rapunzel didn't let him know otherwise that she was already way too overwhelmed.
As for his insight, even Eugene was in over his head a bit. He's spent the last six months trying to figure out who Eugene Fitzherbert was, because at that point in his life, he'd been Flynn Rider for longer than he'd been Eugene. He was trying to fit into castle life, trying to convince the rulers of the country and guards alike that he deserved to be there with Rapunzel, trying to navigate this new life just as much as Rapunzel was. Plus, more than anything else, he respects Rapunzel. He's never forced her to talk about how she feels, even in the movie, so when she keeps closed off, he doesn't try to force the issue, and that's a consistent trait of his.
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