These types of sales can be complex and require a different approach than traditional sales, and they often represent opportunities to buy below market value.5.

It looks like I am required to file an amendment after filing first. 

As others have mentioned (besides the essentials like rates, mortgage, and maintenance), it's important to consider utilities, insurance, property management fees, taxes, furnishing, marketing, and legal requirements.

I'm going to echo the idea that the bells and whistles aren't required if you just have 1 property.

I wrote out a few checks to the bank ($15k, $20k, and $20k), that would required a week or more hold.

As long as there is a good thesis as to why the demand will remain high for shorter stay rentals  and most importantly (1) the use is allowed, (2) the use requirements are protected by in place permitting and licensing and (3) the permissions are transferable through a sale you will be on the right side of the supply/ demand equation.

  #4 requires literally a lifetime of practice and intense preparation. 

In many cases, finding the best financing will require investors to get a little creative.

By paying off high-interest debts such as car loans and reducing your HELOC balance, you can free up more cash flow and improve your debt-to-income ratio.

I know of a few operators who are offering 4.75%-5.5% interest rates for 30-year fixed mortgages, a 20% down payment required with cash flow, good appreciation with good PM in place.