Devin,Just a warning about checkbook IRAs: Self Dealing Activities will get your entire IRA disallowed and you will have to pay the tax on all your money.Self Dealing Activities are frighteningly easy to do.Do a Copilot search for "Problems with checkbook IRA plans."

Tax basis wise this will be a ***** to manage.

Is anyone familiar with upfront fees associated with going 10% down on a second home mortgage.

Subtract all costs (mortgage, property taxes, insurance, maintenance, property management fees, and HOA fees) from rental income to determine the estimated monthly cash flow.

@Tina LeeThe lengths that people go to avoid the $800 fee still surprises me. 

@Brian Willie this setup is very common to avoid having each Property LLC to have its own bank accounts.Only the Management LLC will need Operating and Security Deposit accounts.They all need to be single-member LLCs with the same owner, or else it gets very complicated.Find a good tax attorney to help set this up.

We then brought in another contractor and we ended up being about 30k under budget on top of his 10k contractor fee.

Just search for "Scottsdale building permit fees". 

New Jersey’s taxes cut into the former. 

There are also additional costs of operating and maintaining an LLC, like separate bank accounts, annual report filings, tax filings, etc.2.