I currently do Business Development for our property management company and work with all of the new owners and properties.

That said, if you are working for a company that does not allow real estate in their 401(k) setup (most dont allow) then I can see where you might look at where is best to put my hard earned dollars. 

I have been on New Western's deal list as well as another bigger local company and everytime I underwrite these deals there is very very minimal left on the bone let alone contingency funds for going over budget on the flip...

Sent another tech from a different company to get a 2nd opinion.

Yep, when we sign up for servicing as a company they ask you "what loss mitigation measures does your company allow" We offer loan mods, forbearance, deed in lieu, short sales and short payoffs.

And I've heard good things about @Priti Donnelly's company, so not trying to undermine them. 

I did go look at it, knew it was accessible by dirt road, and did a lot of research into who owned the easement.Won the auction, paid a tax title company to get clear title (right of redemption is 3 years). 

If you don’t, maybe work with or for an existing company first for awhile?

Some carriers won't allow insured to be a trust, so in that case do it in your company name with trust as additional insured.

Some car companies don't allow transfers of their cars shortly after they are released.