Riley, KS instead of renting it out because they’re tired of the hassle of scummy tenants.

I work on my own vehicle and am always tinkering with some sort of building project.

I am most comfortable with SFR but am intrigued by a duplex to quad unit, but at the same time they worry me if I ever had to get out quickly and quality of tenant potential.So my thoughts on my options are:--Take out both HELOC's and 401k loans and sit on that cash in a money market or similar vehicle along with what I have already to wait for the crash (whenever it arrives), using my personal and rental cash flow and redirecting the extra I'm paying on those existing mortgages to pay off the HELOC and loans quickly--Use my HELOC and stockpiled cash today to go into another, cheaper market somewhere else in the US, and buy up 3-8 more properties, either leveraged or outright. 

It is good that you are able to save a lot but I think you are saving in the wrong vehicles.

You will struggle to find time to get your vehicle inspected. 

But make sure you understand that lenders will be tighter with their money, meaning higher LTV requirements, higher interest rates, etc so understand those numbers and put them in your long term calculations.maybe 1031 into other vehicles so that you don't get hit with taxes?

Your "PERSONAL" Liability Umbrella is just that "PERSONAL" It only covers you and your properties and vehicles insured by coverage underlying to the Umbrella.

Pay the tax and hope for offset losses or huge gains on the index fund.If you're just tired of being a landlord and owning fixed asset real estate there are passive options that might work for you and are 1031 compliant so they would shelter the tax.

Working with Companies like Comcast, AT&T, Sprint, NRG, Appliance Repair Services, Lawn Care, And now full time sell vehicles for Volkswagen as well as a fruitful used lot of Audi’s, BMW’s, Porches mostly foreign engineering.

There are a lot of Soldiers that I work with that struggle to understand the benefits and tire out quickly from searching for the answers online.