I have tried to do a HELOC but I’ve recently retired from the military and haven’t started another W2 therefore lenders don’t want to approve the HELOC.

I am 68 yrs old (semi-retired).  

This either sounds like a seller looking to "retire" and liquidate his holdings or a Section 8 owner that hasn't kept the property (or rents) up to market levels.So, based on the numbers you're using, what return (IRR, Equity Multiple, or ConC) are you estimating you'll generate over your expected holding period?

So should your facilitator.4) As a trustee, you can now write a check or wire money into any investment that follows retirement plan rules (no artwork, collectibles, alcohol, insurance, etc., and no disqualified parties).

He is nearing retirement. 

Digging deeper it is a legit program, that actually provides other tools and support similar to Rent to Retirement.

I am 80 years old and rely on investments for retirement income.

Meaning if you only 'pay in' on say 50% of your income each year by using the S-Corp strategy that you will also only get a proportionate retirement benefit down the road?

ya or older semi retired attorney might be a good fit.. low stress get paid.

After this 10 year period we plan to stop buying new properties and aim toward paying off current mortgages to help increase our cash flow in retirement.