This limits their RE Investment options to RE that does not have huge negative cash flow.  

This ensures you will be notified if your tenants cancel their coverage or have a lapse.Adding you as an additional insured would open you up to any claim they would make which  would be a huge risk because those claims would follow YOU for any other purchases you would intend to make for at least 5 years.Your homeowner/landlord policy will provide the liability protection if something was to happen.

Choosing the right lender for a HELOC (Home Equity Line of Credit) can make a huge difference depending on your goals.

Like you, I’m diving into books and podcasts, but I also believe there’s immense value in learning alongside others and gaining hands-on experience.I’m in the process of connecting with like-minded individuals to create a community of new investors who are eager to learn, share knowledge, and even collaborate on deals.

Due to item 1, adding an ADU can require years to start achieving any return (once the accumulated cash flow recovers the initial negative position).4) Adding an ADU is a slow process.

It can be a drawn-out process, but it might get you closer to that $500k value.

Even with my former partner (who was our 'PM / GC' on site for our projects), it was sometimes tough navigating the process, managing budgets and costs, and keeping everyone in line, including him. 

No reason for me to go the through the hassle of the sale process unless there is some type of gain which the investor is open to and this is where I need the advice.

Is there someone willing to guide me through this process?

Be more thorough with your turnover process.