In general, government will set the assessed value lower than market value at reassessment in order to neutralize appeals.

Unless I'm mistaken, the contract between owner/landlord and PadSplit doesn't have a defined monthly rent but a target/goal of monthly income (so it's hard to use that as lease).

Of course "hoping" rates will come down is not a sound strategy so finding a way to assume a loan that already took advantage of low rates is a great option.If you were starting over and targeted a large SFH, would you try to maintain the property in a way that would still attract regular homebuyers (not investors) if you needed to sell?

Setting up. the LLC in Oregon would just result in similar compliance requirements in CA if the latter is true. ...This post does not create a CPA-Client relationship.

Set clear and consistent application requirements so you can base your decisions on solid facts.

If you're targeting Section 8 tenants in Chicago, I'd suggest listing at the fair market rent of $2000.

For this reason, I would take inventory of the local banks within your target markets that offer financing options that best serve your real estate needs (again, usually the smaller local banks), and build depository relationships with them.

The island is not that large so if you target a specific location you like Im sure it wont be too difficult to get to know the ins and outs.

If you are set on closing under your personal name, you definitely want to check with your lender on that during the initial fact-finding stage. 

Because counties usually set the fair market value of properties  about 15% below the actual sales value.