Good hard working independent tenants abound in this State.  

Then there are independently owned agents who are authorized to issue policies for one or more underwriters.Escrow is a separate function that is frequently handled by the same title company, again as a matter of convenience though it can be handled by a separate escrow company.

You have to understand how each is performing independently and then value accordingly.

Should he get picked for an audit...

Your profile indicates you're building a 26 million dollar home, but new to real estate and want to become financially independent.  

If I invest in even 1 rental property per year, I will reach financial independence sooner and build wealth much faster.I've experienced crazy inner turbulence about when and whether to invest in real estate but now I'm done with hemming and hawing and I'm simply committed to investing in my first property and then moving on to my next deal.

@Franklyn Roth, you forgot option D, getting a quote directly from an independent contractor.

As far as handling it through 2 sellers and closing at the same time for the same loan that was collateralized by both parcels, a good closing company should be able to pull that off.Since you mentioned house hacking, if you talk to an independent mortgage broker, they may have a non conventional owner occupied loan product that mimics a lot of the benefits of a conventional note that would work for 2 parcels. 

You may also want to replace your job with real estate income (or you may really love your job and want to stay in it -- if that's the case, you may need to decide what time of real estate you want to be in depending on the time you have available to invest in real estate).

I've heard a  lot of horror stories about other turn key companies from our clients and there are always recurring themes but in general, the ones to avoid are the ones that: Don't allow financing or a finance contingency (it can be a good indication they are selling above market value) Don't allow for your own independent property inspection Are not realistic with their pro forma's (i.e. they don't include vacancy or maintenance projections or use unrealistically low vacancy factors) Require you to pay for any renovation upfront Sell only in cheap. low end neighborhoods Don't accurately represent the neighborhood/property classification Don't have consistent rehab standards for all properties Don't provide a scope of work for the property Can't provide references of repeat investors Require you to close before a tenant is in place