I think I may need to bump the repair up by 3-5k though.

You could be making money hand over fist in one rental and losing most of that in another.

Bump up your insurance line-item - commercial insurance for STRs is something you'll need, and it's notably more expensive than a regular homeowner's policy.  

Alternatively, consider bumping up rents.

I dont relay understand your supposed to put fist in the address or first click on Crime?

Your joists in the ceiling most likely go sideways across (and are likely on 16'') so you will have to bump out around 3 feet to accommodate the ducting going up/down and frame around.

I am hoping to accomplish two things from this post:Learn more about Point Loma and get a better feel for our condo prices after the conversionTalk to anyone who has done a condo conversion in San Diego and get a better timeline for how long this will take and what road bumps I might run intoLooking forward to hearing back from someone!

Any money you put into the rehab can't be included into the purchase price.If you are expecting a decent equity bump then you will need to wait for a 6 month seasoning.

I would be apprehensive on history of bed bugsI would say no if a previous landlord gave me a bad reviewand anyone in the world who threatens me out of some perceived moral high ground in an effort to intimidate me so they can get what they want at my expense, well they are surely to receive only my most vile behavior in return.I wouldn't just turn this person down, I would ask to meet in an empty parking lot and fist fight. but then again, that's just me, and I'm feeling particularly hostile today. real answer: you should pass, and stop communicating with this person

Obviously the Replacement Cost coverage will bump up the premium but not to that extent.