As far as managing your vacation rental that’s a phone conversation but the short answer is.... study your neighbors.

If you don't you can end up on an island and that's not where I want to be, I want as much guidance as I can get from professionals who do this everyday

A bit about myself, I have been a professional merchant mariner for 10 years and a commercial fisherman for the 10 years prior.

The living room had a vaulted ceiling and tons of cracked drywall seems, which were professionally done and then everything in living room professionally painted, drywall work and painting was $1600 We painted the rest of the house ourselves.

I suggest you talk to a tax professional who is familiar with real estate.

They hire the first guy in the phone book or - more likely - the one that advertises the lowest fees or gives the slickest sales pitch.

Hi Matt,I used to play poker professionally and trading in the past.

Seems the right choice is start over and make more professional buisness decisions in the future . 

@Michael NewmanMichael you are asking for professional advice here I have noticed everyone has adviced you the same.

I’m thinking of aligning my fence with my neighbors but prior to do so, should I pay for a professional land survey?