Consider renovation costs and potential for adding value through improvements.Resources and Tools:Local Real Estate Networks: Connect with local real estate agents, property managers, and investors for insights into specific neighborhoods and market conditions.Online Tools: Use real estate websites and platforms to analyze property prices, rental yields, and neighborhood demographics.Tips for Canadian Investors:Tax Implications: Understand tax implications for Canadian investors owning U.S. property, including withholding taxes on rental income and capital gains.Legal and Financial Advice: Consult with a cross-border tax specialist and real estate attorney to navigate legal and financial aspects of investing in the U.S.If you would like to discuss further/need financing please feel free to reach out.

Just like everyone out their who are  Big company's like Walmart, Target, etc. have daily issues with customers that need to be resolved in person or online or complaints with the BBB. 

I found a house with an ADU (coach house) that is legal.

Legal records can be harder to examine the further away a tenant moves or the more time that has passed, making them easier to miss.

We took over the property management because the owner was having multiple issues with a few of the "tenants" that have illegally sublet the property, and we are now dealing with the ripple effects (e.g. squatters, dogs, dispute with neighbors etc.)The landlord is cash strapped, and has asked me to go in on the property/deal with him in order to get a cash infusion to cover legal fees & renovation costs. 

While the bank may have facilitated the transfer without issue, updating the title is still important for legal and liability reasons, particularly for tax and asset protection purposes associated with LLC ownership.The title company has indicated they can handle the title change process, which typically involves filing paperwork with the appropriate local government office, such as the county recorder or registrar of deeds.

legally, as a cost basis of the house, it should have been included in the closing documents because it impacts things like taxes collected by the state, etc.  

What is the best legal structure to assume his existing land contract while either concurrently paying him or writing up a 2nd land contract to the seller past the 4 years on the current land contract?

Is it legal?

The list is huge, but includes things like monetary risk, legal differences, government corruption risk, management risk, supply chain issues, insurance practices, utilities, tax differences, banking differences, etc.