We discussed it and she is willing to sponsor me. I understand your concern regarding being a "resident" and I have done the math, out of 5 years I will have my leave days calculate up to 2,5 years so maintaining this PR won't be the problem. Thank you so much for your help and wise words, I just want to double check and verify that if I do the change of conditions the days will count when we live together to accumulate days for the common-law application. I'll be honest, when I hear the word " eligible" I get the creeps because on what terms could you be denied etc. People told me before that immigration is a stressful process and were they right

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Once I have my PR , I could change employers; to a canadian one which will be smarter anyway due to taxes however, according to Transport Canada I'm not allowed work on a canadian flagged vessel without a PR. I could work on a barbados flagged vessel that is owned by the canadian company.
If I were to get a permanent job offer from the Canadian company, I can apply for the PR through the FSW but I heard it takes like 6 months before the LMO is finished by HR Canada and then the FSW application takes another 3 till X amount of months, I wont be able to work for that position in the meantime?
You dont understand how much your words mean to me right now.
Believe me, I know immigration is stressful. Everyone on this board knows it so you are not alone.

The requirement to be eligible to apply as a common-law couple is that you must be living together in a conjugal relationship (marriage like - sharing life, bills, known as a couple to others, etc.) for 12 consecutive months. It has nothing to do with what your status is at the time your a living together. So as long as you meet the 12 consecutive months requirement, you would be eligible. I just recommend staying in legal status so you apply for a change of conditions from worker to visitor before your work permit expires. It takes about 3 months just to get an answer on that from CIC so you should meet the requirement without issue, whether they approve your change application or not.
If you got a permanent job offer, it would depend on what route you took to apply for PR. Confirmation of an Arranged Employment Opinion (AEO) takes 6 months. Getting a decision on a Labour Market Opinion takes about 6 weeks. And an LMO is so you can get a work permit, not PR, however, can be used towards applying for PR in some circumstances. You also must remember that the AEO and/or LMO needs to be in a skilled position (category 0, A or B) in order to be used towards applying for PR. If your employer applied for an LMO and they were successful, you could apply for a work permit and continue working.
You are considering two different classes of immigration so this is a little complicated to discuss both. Just understand that the requirements for each are very different. You can always send me a private message and I will try to explain in more detail but you need to decide which route is best for you.