You defer to a different time (when you sell again). 

Yeah, each time we discover either a roof issue or a foundation issue.

The market rent needs to be around $1,800 per side and no more than 2k a month (depending of finshes) I'm having a hard time getting someone to nail down a price on construction cost.

Getting documents and info to your lender asap allows them to review and address any potential issues before too much time has elapsed. 

I started learning real estate investment to quit my full-time job and spend more time with my 3-year-old daughter as well as build cashflow to pay for her future private school tuition.

They said NO - it's no fair of us to ask for a deposit for the dogs. 

So far I would say it has been a good investment but I don't really know how big I can scale it or how long it will take.At the same time, if there's a big investor looking for someone to help manage their portfolio in NYC or Long Island I would be open to jump on board so I can learn as well.

Do you require an application and screening before showing the property to save time with tenants that do not qualify?

From there I look at changes over time, a lot of times the STR data can give you a lot of insight on MTRs.

That way you don't risk any of your own capital, but get a chance to learn and observe first hand, so when you're ready to invest, you're way ahead of the game.