[st1x7]

The title of your post is a bit misleading. You already have a bachelors and a masters in CS plus five years of experience. Doing another masters degree seems pointless. A second masters (in a field that's so closely related to your previous degree and your work) would almost look like a red flag on your CV.

[sosilkj]

i agree with above comment. there are fields where multiple masters might help, but not in tech.

degrees are for getting the HR recruiter person to like your resume enough that they pass it on to the hiring manager. period. that's it. 1 bachelors, 1 masters, you're done.

the only possible argument for another masters is if you plan to do it at at a place like MIT or Stanford, which is a strong signal on a resume.

edit: and/or, you likely plan to remove your first master's from your resume upon completion of the second (in which case you really value the education the second master's would give you). that said, i cannot speak to visa-related issues so my comments might not apply in such cases.

[atregir]

Hey, thanks for the reply :)

Sorry, should have written "an additional degree". The masters I hold is generic CS, meanwhile this one would be specifically AI related. There was no AI related subject on my first Msc.