Crescendo screwing up entire sections of playback

Hello everyone, I haven§t seen anyone mentioning this, so I§m wondering if I§m the only one having this issue?
So some crescendos and decrescendos work just fine, but some of them decide to do a little funky thing of choosing one note they are attached to, and just... hold it out for couple of bars. Even after the crescendo ends.
And since I'm writing for woodwinds and brass at the moment, it's really making the playback wonky as hell.
The only override I've found is to manually insert the crescendo on a smallest possible note in the group (one that doesn't glitch) and just graphically stretching it over entire phrase. The playback is still not great because of this, because there's "functional" crescendo only on one note, the rest is only graphically stretched. When exported to pdf, it will be alright for musicians, but I need to submit semi-functional playback to school too, or the musicians will not even get to it :')
Anyways, I hope this was at least a bit understandable?
Has something like this happened to anyone?

Thanks in advance

----Also can't upload video format here, so google drive link of what's happening, because I feel like the explanation is a bit messy:
https://drive.google.com/file/d/10B27dTYcEb6US9HS2FL0-ssLMUTv5ojg/view?…