I'd recommend finding some properties with lighter rehabs to start so that you can build up experience quickly as experience is the largest factor when determining your loan options as a lender.

I think so!

Here in the Pacific Northwest any exterior (stairs) wood  rots quickly, so I choose to put my stairways inside.  1000sf for cars, 1000 sf on top, three rooms and full bath.

I’ll be moving to Fairfield county and commuting to my day job in NYC.From central ct originally so would like to be closer to home..a garage and car would also be nice ;)

You can, ofc, record the depreciation once taken so the books are accurate, but it's a lousy tool for figuring out what the depreciation should be (or, providing your accountant with the relevant info so they can do it).What tools is everyone using for this?

I don't know who to believe, so I'm considering paying for a RE roof inspection.  

I went to them for a while so do recommend those.

The 2 lenders I used before both didnt mention that part so a little surprising.In regards to AB1482, yup fully aware.

I'm glad you are getting into the Cleveland market.I have clients running short term rentals in these areasEast side - University Circle, Shaker Heights, Cleveland HeightsWest side - Ohio City, Tremont, Edgewater, LakewoodHere is a recent article on a bill passed "House committee passes bill to block cities from regulating Airbnbs, other short-term rentals" https://ohiocapitaljournal.com/2022/05/11/house-committee-pa...

@Kathy Creighton-Smith are you looking to sell it or would you potentially consider a cash out refinance so that you could continue investing both strategies would work.