They can most likely help you but don’t just look at the tax return cost -use your CPA for planning and expertise and take some  of the stress off yourself.  

Something I've tried to bear witness to again and again here on BP, but never quite seem to get across, is just how much stress this life can put on your personal relationships.

@Shaun Morgan I have commercial loans because my properties are in an LLC and I dont have to stress about DTI ratios.

I would be more interest in the "eject button" assuming something goes wrong.  

I also know how much I have to manage her stress, which may be a tall order.

As I am going into project managing in Real estate flips for a group of investors, I can def speak on our behalf that it is definitely a great help for you. we take on any stress that any flipper/owner will go through when it comes to bidding, estimate with different contractors that is difficult to put a trust on (if you don't have much experience on that area of telling who you can actually work with).

don't stress about payments. 

Her friends and co-workers at the schools would struggle financially while we are able to live a comfortable life without stresses on how we will fund college or retirement for our children.

There are some retirees who get into the regular 1031 buying process and then say it is too much effort and stress for them and they dump into a DST instead.So DST - 1.

Some of the possible repairs for the Bridgeport house do have me it stressed (I don't want it to seem like this deal was absolutely all cherry).