/Canada cross-border taxation since the setup can impact both liability protection and how you get taxed in each country.Curious to hear what other Canadian investors here have found works best!

Thanks for your service, and congrats on all the transactions you’ve helped close.

We specialise in helping international investors just like you with their cross-border property investments and can assist with all deal sizes.It's good that you're already thinking about the key questions like rental strategies and the legal and tax implications for non-residents.

@Rob Tomko Ha, good to cross that bridge when you get there.

I seem to remember that when you do a non-arms-length transaction for token consideration (I'm certain you would have to have some sort of consideration in the sale...like $10 or $100...ask your CPA/real estate attorney/title company).that you might have to pay the Florida Doc Stamps on 1/2 of the mortgage balance.

., “yes, I’d sell” or they provide a price point).Team Structure: Lean and EffectiveInstead of managing massive teams like in years past, I’ve consolidated operations into a small, specialized structure:1 VA Lead Manager / Marketing SpecialistSends all outbound texts (10K/day).Qualifies inbound leads.Acts as appointment setter assists with transactions coordination.Maintains thousands of leads in CRM follow-up. 

I don't invest in the Southern part of shoreline near New York so Im not familiar with their offerings but from Madison through the RI border is solid and my properties have done very well.  

Considering that typical residential real estate transactions take 4-6 weeks to close and usually (at least) the same time prospecting..in order to allow for material participation and bookings - it's now or next year for 2025 STR acquisitions. 

Definitely make sure you loop in a CPA and real estate attorney familiar with cross-border or out-of-state ownership—they can help structure it in the most efficient way.Curious—are you looking to hold it long-term as a rental or reposition the property?

@Jared Cross hmmm, so this might be possible if this is an investment property you are trying to execute on.