Before I complete this transaction I want to ensure I set up any required entities correctly.

It helps accurately estimate the costs of purchasing, renovating, and selling a property, ensuring a clear understanding of potential returns.

I am debating whether to use a dedicated business account that is funded to ensure proper tax records vs using a personal credit card so I can accumulate points. 

Ensure both parties agree on the scope of improvements covered by the allowance.Feel free to reach out to me directly if you need!

Maybe the manager is great at booking and cleaning your property, but how good is she at ensuring your home is taken care of?

Consider equity shares, profit-sharing arrangements, or other creative financing structures.Legal and Financial Structuring: Work with legal and financial professionals to finalize agreements and ensure compliance with regulatory requirements.If you have any other questions, just want to discuss, or need a loan officer please feel free to reach out to me directly!

I would focus on ensuring ANY expense is entered properly so that the expense can be reconciled with the payment. 

Should you decide to proceed with such a transaction, it would be prudent to ensure that sufficient capital reserves are available to mitigate this risk.

You can specify blackout dates when the property is not available for rent if you wish to use it personally during certain times of the year.Legal and Regulatory Compliance: The management firm will ensure that the property complies with local laws and regulations concerning rental properties, including obtaining any necessary permits and adhering to zoning laws.Maintenance and Repairs: Property management firms often take care of routine maintenance and emergency repairs, ensuring the property is well-maintained and ready for tenants or guests.This arrangement allows you to enjoy your second home for part of the year and generate rental income when you're not using it, with minimal effort on your part.

Additionally, ensure that you have issued and kept records of all required notices.