I also live in NYC so I feel your pain, maybe even a little more since I am currently living in Manhattan. 

Unit rehab is also a LOT because you need to change the windows out to double or triple pain in many areas as the young people that do burn outs on their moped or dirt bike can be bothersome and turn non section 8 tenants away. 

I just dropped 15k on a bathroom remodel and replacing all weathered wood windows with new vinyl double pain windows on a duplex building.

Wordpress websites can range from poor to decent based on the quality of the template but the problem is twofold: Wordpress needs to be updated constantly to address bugs and security fixes (which is a pain to do), and Wordpress is primarily a blog engine and doesn't look great for bonafide websites.From my critical eye, I can tell when a website is made on Wix or Wordpress and not in a good way.

J has been doing very well with this niche so you should consider reaching out to him.Let me ask you this question as I'm going through some growing pain with this.

thanks, will look into it...and QB, yes I did the work around myself, with excel and combining the info from the P&L, Trial balance and original investments, but that is a real pain... 

You will pay a little more, but the stress relief will be well worth it.  

Yes, I understand that property management is difficult and tenants can be pain but failure seems (a total loss of time and money) seems impossible to me.As an Owner occupant If I don’t have tenants then I could drop rent and although rent wouldn’t cover the mortgage it could at the minimum subsidize my living.

Also, is it difficult/painful to switch insurance once you insure for close? 

It's probably also a lot less painful to replace a PM than 4 tenants all at once.