Well, i said 183 days because usually it's the time after which you trigger PE.
If you want to go ahead with this structure you have to analyze DTT between PT and the other countries where you plan to stay. Usually under article 5 it says how many days to permanent establishment
For example in the DTT between Canada and PT it's
120 days.
In Switzerland otherwise it's 30 days.
The question here is: how would they know? Let's say you have EU passport and rent a Swiss holday home for the entire year. You could spend up to 90 days every 6 months.
How would they know that during that time you didn't work from your laptop?
They can't.
You have to make sure to not trigger PE in the countries you plan to stay and you'll discover in the DTT between PT and the countries you plan to stay after how many days the DTT is triggered.
See the answer above.
Thanks
@Marzio
I think the first thing to get clarity on is whether PT would consider the US LLC a local tax resident.
For that we would need to check what PT tax law says.
That piece of info I am missing now
Now we'd have two scenarios:
1. PT does
NOT consider the US LLC local tax resident
2. PT DOES consider the US LLC local tax resident
Under scenario 1 you are fine with PT. If the US LLC is single member and not ETBUS, no tax in the US and you would have to analyze what happens with other countries you'll be staying during the year.
Under scenario 2, the DTT would play a role, theoretically. I still have doubts on this since the DTT is relevant when a (legal) person is liable for tax in both signing states; a single member US LLC is however a pass-through and disregarded entity in the US and you will not get a
certificate of tax residence from the IRS. If the US LLC is not a tax resident of the US then the DTT cannot help and you are on the hook in Portugal.
Even if the DTT were to be invoked, the PT-USA treaty reads as follows for PE:
Then there's a clause similar to the one you cite for Canada-PT:
But in my opinion this clause 4 does NOT mean that you need any of the points in clause 2 for 9 months. It just describes another situation in which you would trigger PE. I.e., even if you do not have any of a) to f) in 2. in PT, you can still trigger PE if for instance you have employees working in PT from their home for over 9 months.
The way I see it, if you stay for a couple of months in PT and you manage the US LLC from there, you are creating a PE in PT. Another discussion is what part of the US LLC profits would be taxable in PT.
This reasoning would generally be applicable to other countries you stay in, so you'd be at risk of triggering (partial) PE in all of them.