Yes, definitely fully aware of the consequences of not being able to pay back if no longer employed with the company.

In the past, I have owned grass huts in South Africa(Never went there) that were purchased for $25 and used at great places such as NYC, San Diego, Key West which including the maintenance fees and trade fee cost us less than $50/nightIf you by low and take the time to work the system, they can be a great value

Develop your own business strategy -- don’t just be a jack-of-all-trades (even though I am). 5.

The trade off is cash flow or appreciation.  

These plans come in IRA and 401k formats and will allow you to operate out of a bank account of your choosing and eliminate all the 3rd party processing of a trust company serving as custodian.The goal of flipping houses may also have tax consequences inside an IRA, since this is viewed as conducting a business activity.  

There is always a trade off of cashflow vs. liquidity and most properties in NOVA can be sold in a few weeks.DC/Nova is not an entry level market and you have to be VERY creative if you are working with limited cashflow.  

Also, for me an acceptable cash flow depends on the risk trade-off of what I'm getting into.

That way the tenant has to deal with you if they want to buy the property.A seller who is willing to sell an option on a property is willing to trade getting top dollar to reduce hassle.There definitely are risks in these transactions, but I think they are different that what you have identified.

In addition, keep in mind that buying real estate always has trade offs.

Originally posted by @Robert Lenfestey:The tax consequence of any particular entity structure is likely to determine which structure makes sense for you personally.