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F1 STEM OPT | Visa expiring

Hi,

I came to the US in 2016 on an F1 visa (expires June 2021) to start a PhD program and I decided to start working after getting my MS.

I'm on STEM OPT and was trying to travel outside the US sometime next year, once it's a little safer. Furthermore, I will also be applying for my H1B next year. I know it's okay to stay in the US on an expired visa, just can't enter without a valid visa.

My questions:
1. If I travel in March/April 2021 and re-enter the US in May (before my F1 visa expires, but close to it) will it cause any problems? Could the immigration folks ask what I'm doing entering the US so close to my visa's expiration?

  1. Is it better to wait till I know the result of my H1B and then travel later in 2021 so that I can set up an appointment to change over to a H1B and re-enter? I haven't followed the news, but I'm guessing the process has changed, and I will know the result of my H1B in April and won't have to wait till October?
submitted by /u/dhawaljoh
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source https://www.reddit.com/r/immigration/comments/km62nq/f1_stem_opt_visa_expiring/

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