HI internet, and southern California, my name is Eric.  

- Hire a personal assistant to manage the reservation and manage a cleaning service I would need to identify Is it too risky/complicated?

Everton, if you are looking for properties in the DC or MD area , I may be of assistance to you in  locating the right deal.

The electricians (one licensed, one assistant) arrived, did the work, and the lead guy gave me his personal number, saying he is indeed licensed and can do work a lot cheaper than if I go through his employer.Is this considered kosher, and separately, is it wise?

(I was assistant manager of a different property before). 

Now that you have exhausted your Low Down Payment Options (Portfolio-Conventional and FHA) you will need to use a Standard Conventional Loan and put 20% down to get your 3rd Duplex.The sky is the limit...you could continue to buy properties and build an empire or just stop there and enjoy more free time...I have friend who quit his job and just manages his properties now.Be alert, if you time it right you might be able to get down payment assistance/grants (I got $5,000 from a local program and used it to buy my interest rate down to 3.125% which is way below typical market rates for a Duplex).

Also try to get something with built in equity to help unforce things abit or assist in holding costs and incidentals.

Let me know if you need any assistance getting this place sold or analyzing the next project.

IF I CAN BE OF ASSISTANCE IN ANY WAY, FEEL FREE TO CONNECT AND GET IN TOUCH!            

Electricty, Water, Sewer, garbage, and insurance (or any others that would be operating expenses) are the areas in which I was expecting to get some assistance with.Thanks for the help