Visiting family in the US twice in a ~6-month window using the VWP after previous work stay on H1-B?

Upvote:2

You are overly complicating a matter which should not be complicated. Just get an H4 through your wife. It is virtually automatic, not complicated, and issued fast just like a B1/B2.

H4 like the H1B allows dual intent so nobody will have a problem with you working remotely for a company in your country while you are here, nor will they question if you seek to remain here, question your old employer etc.

My spouse used an H4 similarly while living and working in my home country and visiting the USA for extended periods.

Alternative (but just a little more risky) is get a visitors visa. Visiting the USA twice in a six month window and spending a couple months each visit is not unheard of at all.

Augustine of Hippo 29106

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Visiting family in the US twice in a ~6-month window using the VWP after previous work stay on H1-B?

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