we need a little bit more information such as what model and make of phone are you using and where are you using the device, such as abroad in the United States, are you on Wi-Fi with Wi-Fi calling do you have a strong signal?
Does this happen only with one particular recipient or sender or with everyone? what particular app are you using to send and receive these messages are they stock messages or are you using a third-party app to send and receive?
with and without Wi FI - same issue..
some time it will work great
have good signal
app came with phone..
had no issues with note 3
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My first instinct would be to check settings of Samsung Messages to make sure no file size limit is enabled.
Then I'd try Android Messages, Textra, or another SMS app that can use data and has no size restrictions.
I agree with snn555. Have you checked the settings above to see if that helps?