So I'm thinking a good target will be around $30k/month to replace both of our incomes and live how we want to live, respectively. 

If you are considering buying using Subject To - Subto, it's important to know what your exit strategy is.Talk to a mortgage broker (not a bank) and ask if that is a property you will be able to get financing on in th...

Let me replace “school district” with zoned school or catchment.

Your PM replaced the water heater because it was leaking.

Here's a good article if you're looking for tips on this type of research. - https://investingte.com/how-to-identify-real-estate-micro-markets-to-invest-in/Overall, depending on the deal and the asset class, you could perform well in either state.

We had one where they wanted us to pay for the majority of the costs to replace 1 mile of sewer back to a larger main.  

So, you either need to plan the repairs into your operating expenses so when it's time to repair/replace something you're prepared or you need to repair/upgrade at your entrance in order to put much less away per month for CapEx.If you need a CapEx calculator or a cash flow analysis calculator check InvestingTE.

I did have to replace windows.

I can assure you will find alot of helpful tips and information here.

There’s a lot to go through on this site if you have any tips or forums that you find to be really helpful let me know.