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H1b transfer to new company, work on TN interim?

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  • H1b transfer to new company, work on TN interim?

    Signed with company B just now-they are willing to extens my h1b.
    current h1b with company A expires in 2 weeks.

    does company B need to file for extension before august 31?
    I can work on a TN (canadian citizen). Do i need to get a TN from company B from the date i can be onboarded (~1 week) to whenever h1b is approved?

    is less than 2 weeks suffient time to file for extension to not lose the h1b and have to go through lottery/waiting process again?
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