The safe harbor is subject to the Ten Year Rule (expected to perform the maintenance more than once every ten years) and the No Betterments Rule which basically excludes large capital improvements that significantly extend the useful life of the property.There is a heck of a lot more to it, but in summary, keep your repair, maintenance, and capital improvement expenses in separate buckets and back each up with appropriate reasoning and documentation.

Also few of my investor friends mentioned that Insurance liability does include what they exclude from liability standpoint certain times if a contractor (who possibly may not have workers compensation or insurance if injured) then insurance will not cover that liability.

@GregJJunge,All the zips you mentioned are among the more preferrable zips, excluding 06, 08, 09,19 and 54.

I stayed out there for x days and repaired (excluding the holes as I hired someone).

Here is an excerpt from the link @Fausto Carosella provided which I interpret as excluding an offer to buy: "3.

If total ownership is 10 years( first 8 years rental, last two years PR),  excluding depreciation recapture, only 20% of gain is shielded.There are other ways to defer gains- 1031 exchange, investing in new opportunities zones, and so forth. 

I recommend you determine what it will actually cost, then adjust your rent rate accordingly so it's affordable for the renter.The lot comes with the home :) the home is 3000sqft single family home(excluding  basement).

Discrimination is an odd animal, there are matters covered by law, race, religion, etc. but you can also get in trouble in rentals if you exclude those in the general public based on any formal process or requirement that is not an accepted practice.

Bids usually always receive the generic counter(unless you bid 20K on a 100K property but even then its probable)  The counter will almost always be in the 88% range-You agent knows the next morning excluding weekends whether the bid was accepted so you are not getting the entire story

Prior to Tax Cuts & Jobs Act ("TCJA"), IRC §1031(a)(2)(D) explicitly excluded interests in partnerships from 1031 exchanges.