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Can I work on two visas at the same time?
While you will only have one visa stamp in your passport, you may be permitted to work at other employers in the same visa category provided USCIS approval was obtained. For example, a person can be approved for one H-1B visa (eg. a part-time position) and obtain a visa stamp at the Consulate.
Can I have multiple visas in my passport?
While you are permitted to have multiple valid visas in your passport, you can only enter the U.S. with one visa. After you have been inspected at a port of entry and lawfully admitted to the United States, you will be granted a status, which gives you certain rights and controls the activities you may lawfully engage in while they are in the U.S.
Can I have more than one H-1B visa?
There is something of a half-exception where someone on an H-1B can have H-1Bs in place for more than one employer at a time, but even this is still just one status. Yes to multiple visas, but only one status in the USA. Goodluck. Yes, you are allowed to have more than one visa, but you can only hold one status while in the US.
Can I apply for B-2 and F-1 at the same time?
You can apply for the B-2 and the F-1, just be careful to clearly explain your intentions so the consulate doesn't cancel the earlier one when issuing the later one. There is something of a half-exception where someone on an H-1B can have H-1Bs in place for more than one employer at a time, but even this is still just one status.

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4 attorney answers
Yes, you can have multiple visa stamps in your passport. However, you can only have one status at a time while in the US.
J Charles Ferrari
I agree with my colleague - you can only have one visa status in the U.S. at a time, though you can have more than one uncancelled visa stamp in your passport at a time.
Ekaette Patty-Anne Eddings
Yes, you are allowed to have more than one visa, but you can only hold one status while in the US.