H1B to F1

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I am working on OPT after masters and my H1B got picked up for 2019 and I am sure it would get approved. 
So I have 2 questions,
1)if i want to do 2nd masters is it tedious to change my H1B status back to F1, if i want to study full time.
2)After second master would I be able to use same H1B remaining valid time to work full time(would I be able to apply directly for H1b and not through the Cap)


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