I am adding to my multifamily holdings - aggressively.The lesson many in all markets have to learn over and over again is trying to call the bottom is foolish and dangerous, you will almost certainly call it wrong.

Using a number like $20,000 is dangerous.

It is great that you have a pile of cash, but it can also be dangerous.

I want to ensure I am not missing something breaking into new territory.

You could go the large commercial route, but imo, this is more dangerous than buying paper since you can control risk allocation more easily buying non-physical.

This just comes with the territory.  

I was just cautious and attentive to my surroundings and didn't put myself in dangerous situations. 

The bigger mortgage on the original property pushes it into barely cash positive territory, and I double guess this decision daily, but here is my thought process:In general, greater leverage equals more money in the long runthe extra 20k I hope to get in appreciation will be worth holding on to it for another year or so.The second property will bring in extra cash flow to make up for the loss on property one, and appreciation.

The opposite of a single strategy can be dangerous too if the manager veers too far from what would/should be the core competency.  

Places like Cincinnati , Cleveland , Pittsburgh and even Detroit .Many of these cities are investing quite a bit into revitalization of their downtowns .Take a look at what has happened in Over the Rhine in Cincinnati .. it used to be one of Americans most dangerous neighborhoods and now there are tons of loft buildings selling for high amounts and tons of hipster/trendy restaurants and bars there .Once that neighborhood goes away up people usually look to the next neighborhood that is cheaper then that becomes the hip area .At least this is what i have seen happen over the years in Los Angeles .