@Shiloh LundahlTheoretically assuming properties were identical in every sense yes because I don’t need cash flow and would rather have the extra $100k in equity.Now $600/mo could get you another $100k mortgage to get you another property that could potentially also cash flow but for me personally I am in equity play mode now income mode - just my personal choice but nothing wrong with the other scenario

Personally I feel he earned it that’s his money.

This is a lender and personal question.Lenders look at your monthly Debt-to-Income Ratio.

Since the DADU is on the same property as my primary residence, can I place the DADU in an LLC, separate from my primary residence, to protect my personal assets from liability?

You don't get that from a random person you don't know well.

I recommend getting 5 bids and picking from the top three.As far as you, personally., estimating rehab costs....forget it for now.

If I book a room that will work for two people (i.e. with two beds) but only book for one person would we be able to change the reservation later to be able to share the room?

In a better market you might be able to use those things to get a better deal on commercial insurance but in the current market there won't be flexibility.On personal policies/1-4 unit rental dwelling policies there won't be any flexibility whatsoever unless it's something the company already has built into their guidelines/pricing.

These are all private so someone had to include them, and then that person can pursue you for failure to comply.

Recommendation letters would be fine as well, but personally, I think talking to them over the phone is more ideal as it's easier to get answers and just a better understanding of the tenant.