If I have an FHA Streamline mortgage, will I ever be able to put the property into an LLC?

We're in a unique situation with her being the W2 earner and my role being the 'wealth builder', but what I take from your advice is to set expectations upfront, be open in communication, and stay malleable because shifts in the plan are likely.

When I started to form this plan last year (pre Covid) I knew the market there was pricey, but it's gotten kind of ridiculous since then so I've shifted my attention for sure. 

And I agree with you, shifting the utilities over to the tenants is my preferred way to go.

I did an FHA streamline last year and was able to reduce my monthly payments by nearly $900.

Used a 203K streamline loan to get home up to rental code and address maintenance issues.

I think some have shifted permanently from bay area, and some small and medium companies are remote fully as of now.

So unless you see a population decrease or wholesale shift in income opportunities in the region it’s unlikely demand falls.

We think that it might be for future plans because it is too far for our jobs because we do night shifts. 

This is a shift from a housing market that was appreciating at about 1% per month, to a regular hot seller’s market with a normal 4-5% appreciation per year.