I recommend bringing in an experienced partner or finding a seasoned commercial agent familiar with that area.2.

If it's a cash out refinance and generally most lenders want at least a three month waiting period to use the new appraised value if rehab was done (waiting period also called a seasoning period between the last loan or purchase of the property and the new loan).

He is seasoned agent but with no rehabbing experience but wants to learn and help and will bring cash to the table for the deal.

After doing this, I then run the property through Airdna.co and/or Mashvisor.com Both of these tools will give you projections of what type of rental rates, price per night, bookings, occupancy, seasonal variations, etc.

To set your prices, do some research into the market, the season, the demand, local events, and what your competitors are charging.

His other course, Buy the Block, is for more seasoned investors.

First timer here, I live in Seattle, WA houses here are too expensive to make a mistakes for first timer, so I am considering start small from more affordable areas, like Detroit Metro Area or Cleveland, or maybe other locations more seasoned investors can recommend. 

And if you're not a savvy contract person, have the contract form reviewed by a seasoned real estate attorney. 

A Quick fill in.. we have a Commerical Resident property with a lot of equity and we are looking to use some of the money to buy a small seasonal business that has a ton of cash flow. 

The chart details year over year  seasonality of new listings.