One of my biggest expense as a self employed Realtor/Investor is health care.  

The more leverage you use, you'll on paper have higher cash on cash return on the equity invested......higher debt isn't for everyone, but many REI's employ higher leverage.

In addition, if you are self-employed with no full-time employees you may wish to consider opening a Solo 401k instead of a self-directed IRA as it has several advantages over an IRA LLCsuch as much higher contribution limits, direct checkbook control (i.e. no need to have the account at a specialty trust company), ability to take a 401k loan, exclusion from unrelated debt finance income tax with respect to investment in real estate acquired with non-recourse financing, etc. 

I could use some help in understanding the best strategy or knowing the variations of strategies that I can employ to make this deal successful.  

My wife and I are looking to secure our finances in addition to our employer match 401k investments.

What if a large employer moves of out town simply because it became too expensive?

If making money quicker is of less importance, and you are more prone towards self employment, just be a solo agent at another brokerage.

My current employer has good coverage plus 401k.

Solid employment, 2 year income history (tax returns).

Please note that you are obligated to pay back their 401k (regardless of the performance of your real estate investment).Per the loan offset rules that went into effect with the 2018 Tax and Job Act: if you leave your job and the loan is current at the time you leave your job but then the loan goes into default because you left your job, you will have until your tax return deadline (including any timely filed extension) to make the loan current by depositing the outstanding balance into an IRA (and thereby avoid the taxes and penalties that would otherwise apply).If you are self-employed with no full-time employees & you can rollover the funds, you could set up a Solo 401k, rollover the funds and take a 401k loan from the Solo 401k.