And frankly, anyone on a web forum offering to provide meaningful guidance in response would be doing you a disservice. 

., this is not a problem, first of all any utility bill should not cover several properties, you get them for each property and each bill i pay online through the banks bill pay, utility web site or just have it automatically withdrawn. as far as your comment about a 30 unit building, if the 30 apartments ( which i think you are calling units) are in one building, that building is the asset of one LLC.

I know a lot of the flat rate web sites say they will refer any calls right to you and not a realtor but do they really do that or will they have a friend agent contact you to get a commission, I am not sure.I am just trying to maximize my rental advertisement and was curious what others use.     

I would like to have a web based approach rather than a "beat the street" with bandit signs, etc. 

I get professional photos shot by Virtuance, they will do 10 fantastic photos and make them available in formats for web and print marketing for $99.

I appreciate the welcoming. 4-5 properties is definitely very optimistic, but optimism is sometimes needed to give myself an extra push!

Personally, while your option 2 would create a higher cash-on-cash return, I think that at this point in your career it's most important to simply get some deals going, rather than worrying about optimizing your cash flow.

I don't know your skill sets but I run a digital agency - from home - and all my virtual workers are stay at home moms that do SEO, or writing, computer work, VA's, web design or other things and they all earn at least $2000/mo or more. 

I have to ignore those questions or risk losing my listing, and then wonder if they'll go find my web site using google.Once guests get to your rental, make sure that your on site marketing reminds them that they can avoid high fees charged by booking sites if they go direct to your web site next time.

Then move back to my present residence when its cash flow goes down, sell it within the 2 out of five years etc.Does this sound like the optimal strategy for income during retirement?