The employer match is really a 100% return already, so doesn't that sort of offset the double taxation issue enough to be worth it?

Chamnging your accounting method is a very serious thing as far as taxation is concerned.

@Jonathan AllenA Solo 401k is a great tool for new contributions and tax savings.So long as your LLC is producing earned income (not passive investment earnings), then you can establish and contribute to a Solo 401k.It sounds like your LLC is a pass-through for taxation, which is fine.  

.#4...you can sell it and pay the tax at closing if you can do it quick enough.

@Ran Fridman It sounds to me like you are in the investigative "discovery" stage of checking out defaulted taxes bargains.Given the myriad laws and methods of taxation and their remedies, you'd do well to focus on one state at a time. 

The second LLC should choose taxation as a partnership.

Your LLC has nothing to do with your taxation.

When you crunch numbers, you would be assessing the tax at $100,000 not $50,000, right? 

While an LLC is a good way to lower liability, the best reason to consider an LLC is the ability to elect S-Corp taxation for it.  

Also, not only will you build up your equity but you will benefit from your property tax at the end of the year.