I am currently reading "Long Distance Real Estate Investing", by David Green (published by Bigger Pockets) and decided to apply some of the analysis to a currently listed deal on NORADA. 

I would try to remedy with the tenant and say something like, "oops, looks like you overpaid for a couple of extra weeks...I'll be returning this to you as our lease ends 7/15 so a full months rent isn't necessary to carry us to that point."

I actually just was reading through another forum with someone asking about their experience house hacking with rentals by the room.

I would also avoid the 30 night minimum jurisdictions completely because you can be close by and have STR friendly jurisdictions that will allow you a higher rate and more flexibility.I will send you a DM, best of luck!

the challenges with flips  is that there are so many angles to try and cover / consider that it is somewhat like spokes on a wheel… even if you just take it system by system… roof, plumbing, AC, foundation, subfloors, electrical, appliances, septic, materials expenses, holding costs, taxes, etc.  

Well one would be the equity capture they'd gain right off the get go by buying below market (100k), plus the 7k net rental income, 42k appreciation, 8k principal paydown and 5k from tax writeoff on regular income = 162k is what they'd technically gain. 

One property in Richton Park jumped by over $1,800.  

If you are shopping strictly by price, you will likely not do well at all.

I'm a proponent of having the property owned by an LLC.

Still, there are lenders who will qualify you even if your mortgage payment will not be fully absorbed by the projected rental income.