My agent tells me WC is based on annual salary (payroll) and what work they perform for direct employees, two employees @ 60K in my example is low, a quote I got for a separate gutter company I’d start where I’d provide the seamless gutter machine.

You more than likely can't dove-tail your marketing like you could with a seamless transition.

What would be the most seamless transition to real estate investing from running a mortgage field services business?  

Turns out my plumbing is a little more intertwined than I hope so I am probably going to wait until the 2nd floor tenant moves out to set up the system.

Equity loan or line of credit on your current properties is probably the quickest and most seamless way to do the deal.

This keeps a copy in their shared folder seamlessly.

We, personally, are intertwined in these entities, like it or not.

You have the ability to auto-request applications (keeps everything easy and in one place - so listing, tenant screening applications, leases and other tools like rent collection and maintenance tracking are all available, just to keep the process seamless).

Pretty seamless.

Technology advancements such as email, phone calls, skype has enabled communication with a remote CPA to be seamless.