A few suggestions - Photo 12, will that tub have a shower curtain? 

@Matt Devincenzo, Good catch. 

Bear in mind though that an inspector can't see through walls and there may be things that they don't catch.

Taking money Under the Table concurrently with taking money under a government contract---seems like a very scary problem if they find you.And how much will your attorney fees be if they catch you, and how long might you go to jail for, and how much might they fine you.Seems like a lot of risk.Good Luck!

And those are pro photos...do they not look good?

Process is pretty straight forward.The only caution I'll throw out there is if you have mortgages on these deals, then it's likely in your loan terms that it's "against the rules" to deed the properties over to an LLC.I have never heard of a lender actually catching this, but if they did they could call the loan due because when you move the property from your personal name to an LLC that is technically a "sale"

Are their listings detailed with good quality photos?

The photos I got from the new PM infuriated me because my name was attached to something I would not rent to someone else.

A before photo: 

"...is it typically common for newbies to outsource property management" --- What makes you hesitant of property management, especially as a newbie when most people learn best by doing, and how do you know if your property manager is doing a good job/how can you catch them BS-ing you?"