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We’re considering whether to do mid-grade updates and rent it soon if we can find a good next property though acquisition and ongoing costs are a problem.

In some cases, after crunching the numbers, the profit margin was so slim—or even negative—that I had to pass on some promising opportunities.Here’s my situation: I currently own two properties—a primary residence and a rental property—both of which have substantial equity.

Then you can read a more in-depth book like The Book On Rental Property Investing by Brandon Turner or The Unofficial Guide to Real Estate Investing by Spencer Strauss.2.

It depends on your financial strength, the quality of the property, how many properties you own, etc.I like to start with one significant expense and three months of vacancy.

It's very easy to set up your accounts and to set up sub-accounts for each property if you want to, which is what I do.

House hacking is an excellent strategy, especially with the potential to use an FHA loan to secure a property with a low down payment. 

We bought a property that we feel is assessed by the our local government too high.

Your investment property - This you could do a 1031 exchange on and buy another property you intend to use for investment. 

It sounds like you are overly confident in your Excel spreadsheets.....