Are there any tax or legal nuances or implications as a Canadian citizen launching a traditional search fund in the USA?
U.S. investors
U.S. focused search
Initially planning on staying in Canada during the search phase, but open to relocating if it simplifies the process
Plan to acquire in the states and move once the acquisition is complete
Any advice or guidance would be greatly appreciated
Since you are searching out of Canada, you should register your LLC with the CRA and get a business number. You can file your annual tax return that way (which should be pretty simple since you’ll only incur some expenses). If you’re paying yourself from that entity, also register for a payroll account to do all the CP and EI remittances.
If you’re just a solo searcher and not raising any search capital, I don’t think you really need to do anything until you have a deal in hand, so you can kick the can down the road.
When it comes time to acquire (per my high level understanding), if it’s a US acquisition use the LLC as your acquisition vehicle. If you end up acquiring in Canada (and you created an LLC as your search entity), your lawyers can work some magic and amalgamate the US LLC with a Canadian LP which you’ll then use to acquire. Otherwise if you didn't create a search entity, just create an LP in Canada for the acquisition. For any US acquisition, try and avoid having an LP own the US business (especially if it’s an LLC) as this creates all sort of tax headaches, since AFAIK the CRA does not recognise an LLC structure.
As others have suggested, get a good lawyer and accountant to help you out here as the devil is in the details here.