When he went to draft up the contract he made it a Confessions of Judgement contravr in which I waive all my rights and if any of my "associates or friends" talked about him I'd have to pay half a million per offense, and he could easily claim a violation happened that never did to collect half a million dollars and I wouldn't be able to do anything about it.He consistently threatened me with legal action into trying to get me to accept that crazy contract.

I’ve already made some calculated evaluations in terms of the expected operating expenses, the mortgage, closing costs, and a 20% down payment. 

I'm bound to these two contracts already in place, but don't necessarily want to have to do more unless I decide to down the road.

The strategy here is a BRRR 2.0 in the sense that we will not be keeping the duplex but selling for profit as mentioned earlier in the thread to start building more capital for long term holds in the future. 

Home Paid in Full and will become a long-term rental.

Life is too short to worry about things like this.

However, he starts to talk about how you may sometimes overpay for a property because you are not necessarily worried about what the property is worth today but about the “long-term play.”

I’m under contract right now for my first property in Milwaukee Wisconsin.

I think the bigger question for you now is whether the time feels right for getting started on your first BRRRR.If you were ready to get started, but were short of your all-cash goal of $80k, there are loan programs that can finance lower purchase prices in the Detroit area.

There's no set point to stop; it depends on your investment goals and tax strategy.Considerations: Consult with a tax professional to tailor this strategy to your specific financial situation, investment goals, and long-term plans.