It might cause me financial harm as I have to sell more stocks and might pay short term capital gains vs long term capital gains.

There is always a transition period where selling owner stays on and over time new owner transitions into full control.

You should be able to get a good feel for their knowledge and expertise through digital resources they provide (webinars, youtube videos, social content) Character - You need to believe they have your best in mind and they prioritize it.

After selling one and using a 1031 exchange to buy a fourplex in Chicago, he reduced his interest burden by 20% while boosting his net incomes by $1,500 per month.

this means that these owners are under much less pressure to sell, and so they don't really care that their price won't let the property be a good rental. 

Are they really willing to sell and walk away with zero dollars up front?

Quote from @Devin James: When running numbers on an investment property, I focus more on equity growth than monthly cash flow.Here’s why:If I can acquire a property at a low basis and add significant value, I can: 1) Sell and reinvest elsewhere 2) Cash-out refinance to recapture my investment.

The homeowner has direct title, can sell at any time and gets 100% of the appreciation and tax benefits on these houses.

The brother was fed up and needed to sell, but there was a significant issue.

Fix your name when you get a chance since your name is currently NA NA.At 18, you have to question why would someone sell you their home on assignment?