I’ve been debating holding it as LTR/flipping.

When you're motivated to learn something you can ask, debate with experts, and digest.  

Debating on getting a 3rd.One quote is for Harvey Classic Vinyl windows - Double Hungs (7) and Casements (4).  

The Scorp tax treatment Can eliminate some of it though....after a "reasonable" salary amount (up for debate, but maybe $20-40k/yr) which would be subject to the 15.3%, the Balance of any profits could be taken as Profits subject to only ordinary income tax.

This debate has been had more than 100 times on BP.

I just passed my real estate exam and I am debating on where to hang my license.

We posted the unit on Airbnb and Vrbo for July and August and have booking have been pretty good so far.I am debating whether to continue doing the short term rental strategy in the colder months, or to switch to renting the apartment by the month from September - May.

Issues with tenants also I am still debating if I am going to keep it or not in the future.  

I bought my first rental property (3) apartments 1 house on same lot for $465k it reacently appraised for +$1M all units rent for $5,500mo with +$20k yr positive cash flow Second multifamily is (4) apartments and bought that one for $559k and is now appraised for arround $800k posotive cash flow of $15k/yr -for my third and final property I bougth a duplex16 months ago for $400k and it rents for $2,900mo it can be sold for $500 to $550 $8,000yr cash flow.I currently have a total positive cash flow of $45,000yr -I bought all properties with a 30yr investment property loan with 25% down.At the moment I could sell all three properties and keep about $1M cash -I'm currently debating if I should sell my current properties and buy other rental properties -however when I bought my first properties ROI was much higher than know (20% of downpaymet return) right now I would get 7% Return on my downpayment which would keep me in a very similar cash flow amount from rentals.Any advice? 

Add in that you'll be paying a higher price for the same and while that means a larger absolute gain, percentage-wise it may not be that much gain.Which means if you have to stretch to reach, you have less for other deals in the intervening period.Anyways, like debating since I get asked this by clients and am willing to learn.