Looking for success stories or other experiences , positive or negative, range of costs, etc.

Understand the fees involved and calculate the total cost for an entire year of management so you can compare the different managers.

For instance if I’m looking at potential capital expenditures over the next 5 years and the range of the cost is between $25k and $75k, I would use $75k in my projections.

Selling and buying something else you want keep and doing a cost seg in would help with the tax burden probably better in this situation.

What is your price range and what do you consider to be a "medium" rehab project, rehab costs = to 25%-50% of the purchase price?

Kudos to you for doing something to create a secondary income stream. there are 5 income streams in RE rentals, possibly six if you do things a certain way.The reality here is your model (buy box) is suffering from too high an entry and too high a cost of capital.

In the beginning I want to manage by myself to save cost.

Most won't insure pools with diving boards or ones without a VGBA drain.2) Include the cost of a pool company to manage the pool in the rent. 

I won’t sugar coat it when I first got in I didn’t realize the over head cost to run a business .

My gut feeling is it's going to cost around $4,000 to repair and has been there for ages.