Adding closet organization and cosmetic improvements are likely to add another $5k.Thanks, ParrisHow big is the proposed kitchen?

In my opinion, this option surpasses the two you've proposed.

Probably less or no regulation in a place like that, but always good to check with the city and also good search for the city to see if there are any proposed regulations or dissention in the city. 

Since I live in a fast selling market I will most likely not have 30+ day for the board to review my proposal. 

It has been lucrative over the warmer months (April - September) and has allowed me to make upgrades to my building, however, I don't believe STR's in Anchorage will make sense once the city passes its new regulations.https://mustreadalaska.com/public-hearing-new-short-term-rental-licensing-fees-and-fines-proposed-for-anchorage/?

She proposes to use her security deposit money to cover another month's rent, to be paid once it's released.

Unpermitted work like you are proposing is not legally permissible in most jurisdictions.

The answer: no purpose whatsoever in your proposed "quitclaim transfer the deed into an LLC."

Thank you for the response; I will propose a cash-for-keys trade-off.

How much should I propose?