I'm Peter Roberts, immigration attorney who does work for YC and startups. AMA

That's extraordinarily unusual and in my experience has only happened when CBP believes that the applicant was lying or has a criminal record so I wouldn't base the decision on where/how to apply on this very low risk. Depending on the TN application, there are better and worse ways to apply for a TN and from an outcome standpoint, sometimes it's better to apply with CBP at the border or with CBP at a U.S. airport by flying directly to the U.S.

She crossed overland. Imagine you do pre-clearance out of a Canadian airport. Can they kidnap you out of country and ship you to a US detention center?

Preclearance locations have more traffic and so tend to have more nasty interviewers and more random denials. TN interviews elsewhere are much friendlier. Choose a land crossing if possible.

I am neither OP nor a lawyer at all, but I do have experience watching authoritarian regimes destroy a country in real-time. One of the most terrifying things to me is the breakdown in the rule of law, because you no longer have any expectations to plan against, and anything can happen.

I would never counsel against getting legal advice, because competent legal advice is going to be one of your best assets for planning every possible future outcome. But I would caution you that in this environment, you also need to plan for what to do when the legal advice can no longer predict or inform outcomes.

Sometimes there are employment-based green card paths that can help for those seeking asylum but whether going down this path would allow you to travel would depend in part on your immigration history - what your status was when you came to the U.S., when you/your parents applied for asylum, etc. If you haven't already, you should speak with an immigration attorney to look at all options, including those based on employment.

Historically, bona fide marriage with US citizen allowed the best way to legalize. I don't know if that changed recently.

were you a son of an asylee that then aged out? If so, you may want to look at the asylum “nunc pro tunc” process

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I would never have thought that the TN would be at risk but if relations between the U.S. and Canada continue down the path that we're on, then I don't think it's out of the realm of possibility. I'm not sure how long it would take for the U.S. to get out of the free trade agreement but if the U.S. were so motivated, it effectively could kill the TN very quickly, even if just by policy and practice. So yes, if you can, it probably makes sense to start looking at options to get off the TN, such as the H-1B (but subject to the annual lottery), the O-1, and the E-2.

In my experience, big tech companies ask their TNs to start participating in every H1B lottery as soon as they join, and switch them over as soon as they bag a spot.

TN renewals are risky because you can be arbitrarily judged as having immigrant intent and get rejected, especially the more times you keep renewing them. H1B in contrast is dual-intent so this risk isn't there. Just my IANAL understanding of things.

In order of your questions:

1. The H-1B is easily transferrable to another company (as long as the position meets the H-1B requirements). 2. Yes, she still would eligible for the TN if you changed to H-1B. 3. That's the main reason; it's really impossible for Canadian citizens born in India (or China) to pursue a green card while in TN status (without jeopardizing that status). Also, under the current law, an H-4 spouse can apply for a work card if his or her spouse is in the green card process (specifically, has an approved I-140) and is from a backlogged category or country like India.

> Are there any obvious advantages of H1B other than eligibility for applying for a green card (which is a loooooong wait for people of Indian origin)

Was your partner also born in India? If not and you get married you can use their country of birth for the green card, even if the green card is being sponsored by your employer. Maybe you're aware of this but just to say if you're not.

ask company to bring you on a L visa. H visas are not a good option for transfers, only new hires.

> There have been two dozen stories of random tourists being disappeared for no good reason from all over the US.

Really?

That is frightening. I plan to be a tourist in the USA within a decade.

Can you expand on that?

That's probably the right advice, you don't have to be cautious, you can look for work while in H-4 status (or while an applicant for H-4 status). The issue is this: if you find a new H-1B employer before your H-4 change of status application has been approved, while the new H-1B employer can file an H-1B petition for you, upon approval you likely will have to depart the U.S. and reenter with a new visa (if your previous H-1B visa has expired) or reenter with your previous still-valid visa and new H-1B approval notice. The point is this: USCIS likely will consider you ineligible for a change of status to H-1B when your underlying status is not H-4 but an applicant for H-4 status.

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Strictly speaking, the law requires a foreign national to carry proof of status. It's not something that ever has been enforced but it might be now. Such proof would be a valid passport and the most recent I-94 admission record. If applicable, such proof also would include an I-797 approval notice and/or EAD.

A few years ago when there were a lot of layoffs at big tech, USCIS published guidance on the options for those who lost their jobs. This guidance just validated what attorneys were advising anyway but it was reassuring. Whether USCIS will stick with this guidance is another question. But the main advice was to file an application to change status to B-2 or B-1 (if the terminated worker couldn't join his or her spouse's visa as a dependent). If the terminated worker was in H-1B status and filed such an application, then he or she would not have to go back into the lottery after finding a new employer. Because of the backlogs in most green card categories, a green card filing as a solution isn't a solution anymore.

before the pandemic there were vans interviewing and hiring people from big layoffs. this last one was the only to ever do real damage to the employees.

To follow up a bit: I got my citizenship. Then I was approved for Medicare. Then I applied for Medicate part C and D with the healthcare provider Humana. Humana initially approved my application but then sent me a letter saying my part C and D was DENIED the reason being: "Illegally present in US".

I have never been in the USA illegally but always had a valid visa until I got my citizenship. So where did Humana come up with the claim I was illegal? I can only assume that Social Security Administration told them so, perhaps to cover up their mistake that they had wrongly denied me social security.

Should I sue Humana or Social Security Administration?

Given your qualifications, either an O-1 or E-2 (requiring an investment of Canadian money) through your own company is probably the best option.

I'm not Peter. IANAL so do your own homework. However, I have been on TN visas for almost a decade.

1. Once you enter the US on a work visa, you are only authorized to work under the restrictions of that visa which are normally tied to a single employer. The "I was working remotely for a Canadian corp" does not fly legally speaking. Wherever your feet are are "where" you are working. That being said, one little known thing about the TN visa is that you are allowed to have multiple of them issued for multiple employers. If you get one from all of your clients, you can continue working for those clients while you are in the US. Practically speaking, they cannot tell you are working remotely and your clients are sending payment to the Canadian corp. However, if audited, do not expect to ever be allowed back into the US.

2. Anyone can start an LLC. You do not need a work visa. However, if you do not have work authorization to work for that company, then you cannot legally work on that business.

3. This is going to be a matter of preference and what you classify as flexible. TN visas are very convenient and issued at the port-of-entry which makes them quick to process. They are also indefinitely renewable and multiple can be issued for multiple employers. The other visas you mention will take months to process. The rules to transition to E-2 are clear "If the treaty investor is currently in the United States in a lawful nonimmigrant status, they may file Form I-129 to request a change of status to E-2 classification."

4. Consulting is one of the most scrutinized jobs under the TN classification. I do not like being the bearer of bad news but obtaining a Green Card is now a 5+ year process unless you qualify for EB-1 or marry a US citizen which you can get right away. However, you probably do not qualify based on the fact you are focused on consulting. I am not an expert on E-2 visas so I don't know how consulting is treated under that visa but it may very well be your best bet.