The redevelopment also includes 250,000 square feet of retail, park areas, and a transit hub, which will make homes near the redevelopment highly desirable for future buyers.

At the very least you get practice running numbers and if you share your thoughts with the realtor they will have a better idea of what you are looking for in the future.

Everything seems to work as is for the time being, but I'm budgeting for the roof and furnace replacement in the near future. 

If I wanted to transition it to an LTR in the future, my best guess is that I could probably find a tenant for around $1,700-1,800/month without too much issue. 

I’m also interested in identifying the most scalable approach to support future growth.

The mortgage guy told me the other house would be treated as an ADU and give me no real value towards the value of my future mortgage.Not sure if that helps much?

The "cash-for-equity" program from QuickLoans appears to be a shared-equity or deferred repayment model, where you receive upfront cash in exchange for giving up a portion of your future equity.

That's a relationship you should hold close as they could really help with future challenging acquisitions that are viewed less favorably by banks.

Risk of future inflation, and projections of gross domestic product.

Will need to know density, parking requirements, can the building withstand building on top, lot size, future planning etc…. depending on how well the zoning and platting dept plays with others!