We will probably pivot one or both to be long term rentals.

Not worth it on a 100k house, probably worth it on a 300k+ house in the long run. 

The benefit of this is that you are not paying Hard Money rates so in long term there is a lot of savings going this route.

If I have highly leveraged properties, as long as they cash flow, the bank takes the risk with me. 

There are only 2 ways, as I see it in the current market, to get actual income/cash flow from a rental property - a paid off long term/mid term property or a well bought short term or rent by the room rental.

How long will Redfin last?

As long as you filed joint taxes you would be fine.)

Some focus purely on numbers, while others look at long-term value, location trends, or creative financing strategies.For those of you investing in Chicago (or similar markets), whats your mindset when evaluating off-market opportunities?

I think most people would agree that a single family home is better than a condo for a long term rental.

I'm considering making an offer on a property that is listed as a 2 bedroom 1.5 bath as a long term buy and hold property to add to my portfolio.