@Jonathan Bock because this is a general forum and I was hopeful someone like Tyler would help me with my general, yet direct questions above. 

I'm wondering if someone can point me in the direction of a podcast or blog post about using an LLC to run your rental properties. 

Right now we're working on learning as much as we can and growing our network so we're ready to jump when the right opportunity comes along.We're most interested in long-term and small multi-family rentals and eventually would like to explore short-term rentals.

And typically when I have seen people move from Single family investing, the next step is into small multi (5-10), then mid sized (11-50ish), then larger scale (100+).  

I've found with my own experience with my parents the older the attorney is,  the less "evolved", so just a heads up to arm yourself with background on this in order to ask the right questions. 

Since a Land Trust is nothing more than a pass through entity, meaning all profits and losses will pass directly through to the beneficiary, you can appoint that LLC as the beneficiary of the land trust, get all the tax benefits of having an LLC and get all the other benefits of the Florida Land Trust. 

This is a small business (husband and wife) that's not even registered as a property management company.

The ramification could be huge but the likelihood is that they will be very small.

I didn't want to take things in this direction and make it confusing but it is an investment property now but was a residential property before that.

And I feel the ideal portfolio can benefit from the diversification of both.I feel directly owned properties are great because they give me maximum control and the ability to tweak them exactly how I want.