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Are you looking to stay with your current company or find a new one? The TN requires that you have an employer.
Definitely L1, especially if it’s a managerial role within the same company
Tough environment right now
No.
Rising Star
For a TN, you need to specify one of the NAFTA job titles and provide documentation supporting this (helps to have a letter from your employer). If your experience and education fit a NAFTA job title / description, you should be good (even if it’s a business degree).
You can try the L1 visa. It's for intercompany transfers but you need to have worked for at least 1 consecutive year at your company in Canada