I did a border run after which I did the extension at immigration.
If I do another border run, would immigration allow me to do another extension?
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TLDR : Answer Summary
After an initial border run and an extension at immigration, you can typically do another border run and request an additional extension. However, some commenters noted that approvals can vary by immigration officer, and you should take into account that there may be limits on the number of land border crossings allowed per year.
I'm not 100% sure as I'm not an expert but have followed this page for a little while. I think you can only do two land border crossings per year, so that is something I would also put into consideration as that could potentially impact your retry plans
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