I am thinking it would be a benifit to already have the property in a LLC for asset protection and would make closing easier.

I've been looking into tax deed investing in California and am trying to figure out if land is easier to flip than property or if they both have the same issues with the title needing litigation or special services to sell for retail on the market.  

Once you've done the first one or two, they become much easier.

With STR In the winter months I about break even or lose a little, June-August I should net between $4,000-$6,000 depending on occupancy 2) Immediate payment by VRBO or Airbnb, no more waiting for the tenants to pay or if they will pay, 3) The revenue stream makes it easier to justify a property manager (or Co-host in Airbnb terms).

As a newbie, I would like to invest in a city I know but I understand there are easier markets to work in, especially with the trend our city is in.

You appear to be too wrapped up in the property. 

Many locations appeared to have the tax homestead exemptions, which farther kill the cash flow.Land in Midwest- no rental income but no depreciation as well+ usually higher selling commissions +waste of property taxes.

This may be easier to get them to agree to and in the process you get it sale ready.

It appears the bank simply winterized the house, but later the water company shut off from the outside due to an outstanding balance of 154.

On the whole, it appears to be a good investment but for folks who strictly follow the BRRRR strategy, was wondering if they would do the deal, given that some of the capital would be tied up for the long haul.