How do you make it work, with all the extra planning and expenses? 

Did you think about maybe doing the Air bnb option on your dream home to bring in extra cash a few times a month or more?

Pick up 2 extra jobs, move to a cheaper (or free) housing situation and live like a pauper (this is temporary sacrifice for Massive long term gains). 

All my extra cash goes into the company stocks and I don't save any substantial cash.I'm not really sure on how to calculate the ROI of this type of investing, but the re-invested dividends produce about $300 per month (currently) and the amount increases about $10 per month on average.

I tried to calculate what increase a garage was worth, an extra bedroom was worth, and a $/square footage rate. 

They’re defiantly doing high bid wins the rental in Arizona. https://www.azfamily.com/news/...When one tenant was told they already had lots of interest he offered $200/mo extra, so they asked their top applicants to offer their highest and best rent. 

Credit report shows reasonable debt load for verifiable income.3) making our application free and requiring tenants to complete the application before we will schedule a showing.This process seems to cause unqualified tenants to self screen themselves out and has virtually eliminated no-shows and unqualified applicants but I don't think our screening process would fly if our units weren't extra, extra nice.

I think if you put some effort a few extra dollars can go a long way in adding value to a property. 

Our New Orleans event, aside from having lots of networking and an incredible speaker lineup, will have a couple of "extra" things as I understand it... such as a marching band leading us from the event site to a handful of bars on bourbon street that we intend to fill up. 

On the other hand, the large property is great cashflow but I would now need to borrow extra money for DP and will not gain the advantage of pulling equity from improvements .Any thoughts?