Technology provides alternatives to mainstream lifestyle of 1980s-present My vision is different than the historical "urban migration" trends.

Also the distance it needs to be moved and how many traffic lights,power poles,trees,etc. there are with hills and road turns leads to difficulty.

I love the AirBNB model, I don't want money showing up in my bank account until the guest is staying - advance payments make bookkeeping really difficult (I don't want a bunch of $ coming in in Feb-March for summer reservations, then very little over summer months when the properties are actually making top dollar!)

Lots of difficulties to overcome, but I know things have been turning around.  

The other 5% older tenants who don’t know much technology would deposit the rent to my account at a bank teller counter.

Charles County (fastest growing area in the region), the expansion of Westport Plaza has reinvigortated the nightlife in the area and the new World Wide Technologies headquarters is going to be great for the region. 

I hope I never have to do that but just curious as to how difficult is it.

I am having difficulty deciding whether I should sell my home and try to purchase 2 properties or use a HELOC to purchase my next place.

But with technology today why not take advantage of opportunities in other markets that make more sense for your strategy, goals, available capital etc... 

I get to work with an amazing brand to bring our sales tools and commerce into the current atmosphere of e-commerce through innovative business process engineering and technological system builds.