I work with mostly investors as the properties I sell are usually fixer uppers.

sounds like a typical fixer upper .. and very typical for that vintage home. nothing shocking here.

We could work backwards from the condo's upper tier pricing (that you would likely get into contract at) and backwards calculate how much income you're going to need to qualify given the probability of how the rest of your rental income and liabilities will be caluclated.We do these calculations (plan A, B, C, etc) on a daily basis.

After my research I no longer wanted a new fancy ready to go home, I was looking for a fixer upper.

Upper Unit got broken in and they stole the new hotwater heater, new appliances, and air conditioner..... damage flooded upstairs and downstairs units.4.

Heights I don't think you'll find under 350k unless its a fixer upper

I may buy in the upper jungle/cloud forest and then keep renting where I am currently since prices are dirt cheap.

It is almost as hard to buy a fixer upper at a price that will cash flow after repairs. 

Once you get into the 5+ unit properties, the lending market evaporates, there are very few lenders in this market and the rates are 1-1.5 higher than in the 1-4 unit market, if you are thinking bigger, the 10+ unit financing is best case 65% LTV, where the 1-4 unit market is 80% LTV for  Stabilized rent ready properties, and if you are buying a fixer upper you can usually get 90% of purchase and 100% of rehab. 

What are the best areas to build a shipping container home, buy a multi family or buy a fixer upper home without breaking the bank but still be in a decent area?