the rent on my penrose property went up 350 dollars in the past year and a half, value up about 30k in the same time frame. 

So just as an example, if last year's taxes were $2,000, you would pay $500 per quarter 1st and 2nd quarter, then the tax rate comes out and turns out you only owe $1,700 for this tax year, so the last 2 quarters you'll only pay the balance, which will be less than the first half.

After checking references of the 5th one (the only one who didn't ask me how big of a reimbursement i received) I went with him and got the roof replaced for half the price. 

On other MACRS property you would use a mid quarter or half year convention as applicable.

@Amanda Han - If Siri is added to title and owns the parents home 50/50 and his parents pass, does that mean only half the home gets stepped up basis and Siri's portion of the home stays at the cost basis that his parents gifted him?

If there is one thing I've learned in life is that nothing ever goes according to plan.So I would like to start investing about half and let the dust settle before I start investing the rest.  

The seller lives about an hour and a half away from his properties and we met at a local coffee shop to go over the contract and sign.

As per your question about AirB: I strategically have half my rooms AirB and the other half non Airb.

Estimated total renovation costs are at $240,000, so my half would be $120k in renovation costs.  

I find it particularly helpful when deciding whether or not to demo something vs leaving a half wall etc.