And I am sure many locals who self manage do OK with it.. but its a JOB its not investing 

2) If the lease that the tenant agreed to included them maintaining the front yard/ landscaping - is it reasonable to deduct a 1 time yard clean-up from their security deposit? 

This is our first time with STRs, and we’re willing to learn.

I’m a first time home buyer looking for more learning opportunities to grow my portfolio and connect with others doing similar things.

We have near lawsuits multiple times per year from our flipper clients.

Not sure how much your taxes increased, but one way to cheaply and quickly drop your monthly payment is to increase your deductible on your insurance for the time being (please speak to your insurance agent about what this means for you).  

He is Property Manager.

It may have been different if it was a Roth IRA.I would also consult your CPA for his adviceBestGino You are not alone, I hear this all the time.

Essentially a land flipper is actively seeking out properties to buy for a bargain and then aggressively marketing the piece of property to turn a profit.The flipped land can be sold for cash, but more commonly, flippers make money by offering the buyer financing and allowing them to pay the land off over a set period of time, with interest.

I have 3 highly successful STVR homes (Austin TX, Tybee Island GA, Lake Lure NC) and have built my own homes a few times including most recently GC'd my residence in Rome GA.