Bonus depreciation, transferring regular expenses to business expenses and relying on repairs more than capital improvements are good strategies. 

Only items that add to your basis after the purchase are improvements to the property. 

Pittsburgh, PA - considered to be one of the most rapidly gentrifying cities in the country, which improves prospects for appreciation.5.

Improve my homes that I currently.Open to listening and taking advice.Thank you

The coverage you would ask for is called Improvements & Betterments or Additions & Alterations or similar.   

If you haven't done any major renovations, additions, or improvements after the purchase, you should be good.

I live to listen, learn & improve.  

I lost a bundle of money 20+ years ago when I ended up in a similar situation, with a new build I couldn't afford to hold until the market improved.

Improve the condition through renovations.

My friend/advisor with more experience says I am being a cheap knucklehead and that the $20k is not relative when you factor the forced appreciation and income/valuation of the improved asset(proforma), but, I think it is math and $20k is always relative and I have my criteria(4.5cap) and was very transparent about it from when I first submitted the original accepted offer, and my DD uncovered several hidden deficiencies that make the credit necessary to maintain my original underwriting numbers and even though I understand my friends rationale, I don't want to give in any more slack(adjusted to 4.4cap), than I already have...What do you experienced multi family acquisition people think?