I hired a litigator to review my position, and they concluded that we had a very strong case.

We negotiated a deal with the owner for 20% Equity, we are responsible for infilling the community as well as property management (which we also get paid separately for).

What does a cash positive investment mean to you? 

With your strong credit score, high income, and solid investment portfolio, you are in a great position to secure financing for an investment property in the U.S., and as they've mentioned above DSCR is something you might want to look at.

I have 3 windows as well that don't stay in the open position that I have to replace.

They would be putting in some money and their service as sweat equity, and we would be putting up money and my wife’s services. 

The HELOC would act as en emergency way to tap into their equity if needed - as long as they don't spend it unwisely!

I’m not looking for a step-by-step guide, but I know I’m not the only one in this position.

With the equity you’d free up, paying off $50k in personal debt and boosting your credit score while freeing up $3k/month sounds like it could significantly lower your stress and open doors for future projects.That said, selling means you’d lose a cash-flowing asset, even if it’s not huge.

We bought it for $399k, and it’s now worth about $650k with $250k equity.