Takeaway is having at least 1 medium term guest will yes have lower rent potential but less headache and helps stabilize income.Gross Earnings: $2,200Expenses: $75 supplies (we clean ourselves, takes 10 minutes, and it's right upstairs no biggie)PITI: $2,700We paid $800 including utilities and any little repairs needed to live here.When we move out, we expect to cashflow around $500 a month conservatively.

You get the benefit of 2 years+ of appreciation, tax free gains, protect yourself from buying in a crappy neighborhood because it looks good on paper - you're going to live there...the best test for a good investment location is if it is a desirable place to live - and your risk of running out of cash is lower because you can take your time.

Although I did learn a little and met some awesome folks I feel as though I learned more from this website and other free resources on the internet than I did from what I found to be an outdated home study course and this extremely high-level Three Day Seminar.The seminar I found to be 10% focused on education and 90% focused on selling the coaching programs that are designed and intended to guide the recipient to earn in upwards of $100k/ per annum in investing.   

So finding the cash flow you desire will be far more difficult.  

In particular, in desirable areas, for permanent/good financing, often 25% down doesn't cut it. 

Hendersonville is also becoming a more desirable place to live!

Wouldn't that solve her desire to live large now and leave a legacy?

They are all very engaged and involved so I guess it all boils down to if you want passive invest in T-bills... if you want to earn better- get in the fight.  

What makes this a "less than desirable" property?

Now my desire is to give a notice to vacate to Steve.