People say to wait for the housing market to go back down because it will eventually.

After talking to numerous lenders, I eventually discovered one in Carlsbad CA that said he had a lady doing deals in Palmdale with the same numbers I was underwriting. 

He was a bit of a scatter brain, but always paid eventually.

If you aren’t at risk of losing right away, take a day to think over each counter-offer.If you take a day every time they ask for a concession, they will get frustrated with waiting and will eventually just give in to your requests.

Equity, New York will yield more equity and will eventually return additional funds for investment over time, but Vermont will be able to Cashflow sooner with the ability to increase equity through repair, but it may be several years before it reaches the value of the New York property if ever.

Agreed - People will purge themselves out eventually in my opinion

He eventually had 4 open-heart surgeries, was depressed, etc.Now that it is 20 years later, comparing it to my well oiled Investment property, because of my prime location, the appreciation I received is far higher than his, my cash flow is also far higher as the rents skyrocketed in my areas, AND I spent WAY less in Medical costs that he did.While I don't want to attribute all the Medical Health issue towards these difficult to manage yet higher cash flowing properties, I can see what it did to him as he would call me asking advice on what he should do.If he were to add in the medical costs and health problems, over the 20 years, I'm so glad I did not go down the high cash flow route.I can enjoy my Investments because of the lack of Stress from all these years.

If you buy a primary residence and eventually move away and delegate it if its a good asset class it will not be a problem. 

(Mchenry county area/NW Suburbs) as I've owned/lived there in the past, we have a ton of family in the area and eventually.... the goal is to turn our "side" of the duplex into a short-term rental to A.) allow us to move onto the next property/chapter of our lives and B.) we have a ton of family in CO.

Hey @Tyler Rowley, this is something that I have looked at but eventually said no and that is with me providing a boat.