If it's a lender that does not allow me to speak to an underwriter, see guidelines, or speak to an account manager, I will try not to work with them, unless I know the Account Executive is very experienced. 

I know the market pretty well.

I know, I think I took a big leap but it came after many years of trying to buy my own place and giving up bc I was always just out of reach.

I think I know the answer to this question already, but want to make sure I am not missing anything (plus I am still learning). 

Here is how some steps are categorized.Performing Loan30 day lates90 day latesAssignmentNotice of Default VA loanNotice of Default FHA loanNotice of Default Conventional loanNotice of Trustee's Sale/Notice of ForeclosureLis PendensContinuation/PostponementLoan ModificationReinstatementBankruptcyAuctionReal Estate OwnedThere other possible steps, but these are what you will typically see.The key is to know what you can do in each of the steps in the state the property is in.Then you need to know what to avoid and what the options are for the owner and options available to the lender.

hopefully your inspection went well. wish i would have seen your post earlier i would have been happy to help you out with your inspection. but to answer your question, there really isn't anything you need to "ask" your inspector to look for. if he is a good inspector he will know what to look for and what defects are major and should be addressed immediately and which defects are minor.

I am thinking to go with 4000$ repair as he seems know what he is talking and doing.

What other strategies do you know?

Real estate is one of the most powerful wealth-building vehicles—but only if you know how to play the game. 

My biggest advice when designing a vacation rental is to truly know the daily activities, habits, and needs of your target guests.