But if that's what it takes to sleep at night, it might be worth it.The one catch to that is that real estate is not your only option of investing.

Despite wanting to handle it a few other ways I reached a small cash settlement with him to drop it.

As echoed by many, the Midwest, specifically Milwaukee continues to be a strong market for cash flow.  

The modest cash flow could be reinvested, eventually allowing me to build a portfolio of income-generating properties.I recognize your point about needing $2.5M–$3M in cash to consistently replace a six-figure income.

These guys are having fun because there are a lot of scammers and gurus out there selling LLC creation services and Wyoming Trusts and Cook Islands Trusts and if you believe all that b.s. you will end up needing to cash out refinance soon in order to access that equity in order to pay for all their services plus an accountant to keep track of the mess.

Can you pull the cash off the business credit card?

:)  Is it still cash flowing after the refinance?  

Would a cash out refi be under commercial terms since the property(s) are under LLC?

It’s worth considering self managing as a STR for depreciation benefits if the demand is there 

Is it worth it to put in central heat and air?