You can hire just about anyone to manage your property, why not your wife?

Since this is our first eviction we opted to hire our RE Attorney and learn the process and our rights so moving forward we have a good understanding and can likely handle it ourselves.

In my experience, these agents are familiar with what investors are looking for.2- Can’t help there, I interviewed and hired my own.3- The agents that you find from #1 will also have contractor names as they use contractors to do repairs to get the homes ready for sale. 

You will be able to barter your skills with tradesmen and have a better handle on hiring trades.Save your money, stay in school, drive a dependable PAID FOR car and do not ever take on student debt.  

I would hire contractors to do all of the construction.

2) Can I do the above myself or I have to hire a license contractor?

If you hire a painter specify this, because all painters use flat paint in most of the house because it hides imperfections better.  

@Adam Scheetz, unfortunately, the part of Northern Virginia within the DC metro area has virtually zero multifamily properties. 

I use Macs exclusively, and nearly all of the big name tax softwares that I'm finding (TurboTax, H&R Block, etc) only have a windows version for business.Not looking to run a virtual PC on my mac or anything, just something that people recommend that would run natively on my Mac.  

However, it may be better to partner with or hire someone that compliments you, rather than trying to change who you are.If you are committed to change, then sign up for the Dale Carnegie Training program.