I think this calls for another patented day of Mike's Research Plan.

My initial plan had been to do something like Rent-to-Retirement or REI Nation- assuming that I'd be leaving money on the table to pay for their expertise, but hoping that I would learn through the process and develop the confidence to strike out on my own later. 

Your situation is so difficult, and the best plan is to get financing before we need it. 

You should have a ton of demand for co-living in that area, particularly if you're on a busline.If you plan to sell anytime in the near future - I'd advise against putting a tenant in there well under market on a long term lease.

If you're ever looking to chat more about investing strategies, or need any advice as you start your journey, feel free to reach out.My plan is to kick off my investing journey this year with my first live-in flip.

You likely don't have the net worth, proper LLC management or proper separation of personal interests to make this an effective approach. there numerous BP threads you can search to get more insights. tldr - keep under personal name and get a good umbrella plan. 

@Matthew Posteraro That's a solid plan.

Additionally, the transition process itself could create uncertainty in the market, making long-term planning more difficult.Opportunities for Private Lenders & Alternative FinancingWhile some investors may face challenges, privatization could create opportunities for private lenders and non-bank financing options.

I already have plans for both homes but have not moved forward due to the quotes I'm getting.

Make sure to run your numbers conservatively and based on the current as is value if you plan to go this route.