I am struggling to decide whether to get into this home or narrow down to a property that is $310k and can pay for the mortgage right out of the gate?

I no longer qualified for traditional financing because I already own many rental properties and my DTI was high for the bank, so I purchased these in a business entity with a trusted private investor and was able to refi the 1st property/sell the 2nd property to pay back my investor and ultimately keep the better property for zero money down.

The problem is that it makes it more difficult for tenants to pay, and higher-income tenants will push back because of the inconvenience and hassle.

I may even sweeten the pot and offer to pay them a few thousand to help them with moving costs.

That will help you to pay your mortgage.

I would pay them in draws, and inspect their work every step of the way.

I am charging a slight premium over the list price of the house to lock in the price 2 years in the future and giving him 3 options to pay the fee for the option to buy.Option 1: 3.5% Payment for the option to purchase the property within the next 2 years.

By short I mean about 6 months to buy a DSCR backed house and then I pay off interest for those 6 months and the principal and then I become sole owner?

We’re willing to BRRR so numbers will work & are willing to pay more for multi-cabin and/or super unique properties.  

You are paying down principal and that goes into your ROI calc.