I think that a masters degree always helped with an H1B visa. In addition, credentialism, as far as am aware has been proposed for the Green Card process and it is a point based system IIRC. In that case I think a masters degree would improve your standing*. I'm not clear how the Trump administration changed things in relation to visas and immigration so I'd also like to know where things stand now especially since perhaps the Biden administration may have rolled back or made additional tweaks.
An notable factor in the merit based system is that it discriminates against middle aged or older.
* A US based degree would be preferred according to the proposal.
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