He seems to be well connected and has an extensive client base.My wife and I have bought and sold a few homes now, and have dealt with a handful of agents...Beau is absolutely stellar.

I would only hire out for major work I can't do myself or emergency repairs.I've dealt with older houses before and the house may be fine for occupants but there's still usually lots of things that can be fixed / improved so it seems a house that isn't perfect would give more opportunities for ongoing maintenance of this sort.To me it seems fairly straightforward to meet the time requirements but I think I need to have extensive documentation?

Most hard money lenders have one, even though in some instances it may not be required.

Don I agree, mostly due to #4 - that they are self-serving in most instances.

For instance, if you want to do 2-4 units then West loop won't work, but Evergreen Park or similar areas might due to the housing stock. 

Probably the same companies who are peddling Wyoming LLC’s as an asset protection strategy….Just to be clear, there are instances where an intermediary management type LLC can provide protection but this and all other similar posts I read in BP are nowhere close to a fact pattern where that would exist.

The tradeoff on the joint financing is going to be the (refi) costs associated w any transfer of ownership, HOWEVER transferring title to the LLC is unlikely to trigger due on sale (b/c it sounds like most banks simply aren't monitoring and/or enforcing due on sale in these instances) which would make the ownership (sans the actual mortgage note) more easily transferable than exiting your position as an individual owner?

For instance, it may look like paying the $700 difference of renting your current property plus whatever your portion of the house hack would be (hopefully a significant amount less) and being similar to what you pay now or maybe a bit less depending on what you get for the house hack.

In that instance, the framing of the question is no longer around whether you should have an LLC for a syndication, but should you have an LLC, or various LLCs for all of your assets.  

For instance, your rent may be $1000 per month and section 8 may only cover a portion of the rent, let's say $800.