@Jonathan Vinas Operating a self-managed STR in North NJ or the Catskills is feasible with careful planning.

The data points they use made me feel like it got my pricing right and I feel much more confident about what my nightly and seasonal rates are now. 

Folks very often dont  realize the cost of being self employed when every facet of your life comes out of your pocket.

I responded to him before his post got taken down for self promotion :)..

Remember, the notion of amassing wealth without investing is a dangerous myth perpetuated by self-proclaimed experts.

Quote from @Armell Mayers: Started out 4 years ago not knowing anything about Real Estate and have been self-taught till this day!! 

Is in there, but a great thing you can do now is get your "core 4" figured out - agent/lender/manager/contractor - obviously you can adjust this and do one of the pieces yourself (self-manage for example) or don't need a contractor if you do only turnkey etc but getting this nailed down early is key

I have never done this before even though I am a licensed real estate managing broker however I don't feel confident enough.

Additionally, you may wish to speak with a CPA as to whether or not becoming an S Corp is the right decision – they can assist with reducing self-employment taxes.

I have found it much easer to handle small things my self.