:)   NO, and I know dozens of investors from around the world,( I have done about 70 in CH) no it's not worth it .

So you could purchase one property for all cash or a larger down payment. 

I suspect they'll again deny coverage, this time as a matter arising after the Date of Policy but I think it's worth a try.The 4.1 endorsement doesn't help because again, right now it appears title is as insured as of the Date of Policy.As the coverage letter states, a title policy is not a guarantee of title, it's an insurance policy that reimburses the insured for a covered loss and in some cases provides a defense against allegations in a filed lawsuit. 

If you cash out equity in a property, you are "borrowing" that money from the lender.

Sell, Rent, or is there another strategy worth looking into? 

I plan to use this investment property as a self-managed short term rental (STR) to generate cash flow.

So here's my question:How do you strike a balance between higher cash flow vs building value? 

Purchase price: $285,000 Cash invested: $40,000 purchase Price $285kRenovation Cost $40k (on budget)Renovation Time: 41 daysARV: $425kFeature sheet: https://drive.google.com/file/d/1PMMTCmYptc1Jiy14MgAImJyiiEonebQl/view?

Being frugal at this point is only going to cause you to lose out on some great deals and those homes will be worth more faster in 2025.

Again, it is worth the cost to talk to a CPA.