I'm afraid buying in CT will hinder me for another 2-3 years to house hack again in my next location since banks like to see 2 years of landlording experience.

  ( Credit, Income, Assets )  43% isn't a make or break number as I have funded loans at over 48% D.T.I.Reserves rules have changed over the past couple months are and are now as follows:1-4 Homes: 2% of total loan amounts5-7 Homes: 4% of total loan amounts8-10 Homes: 6% of total loan amountsIt sounds like your lender has major OVERLAYS that hinder your ability to close loans. 

With my current job, I have no time with my family and it is hindering my relationships.

-look into partnering with someone to help you get into the game. assuming you have not debt at the moment could be a great benefit or also hinder your starting. 

And who said a RE license is a hinderance and you dont' want one... people that make those statements I jsut cant understand.  

My question is - when making offers on a high number of properties (I plan to offer on properties even if I haven't had the chance to look at them yet), does an agent/investor start to develop a negative reputation that hinders them from doing business in the future?

My impression would be this would hinder my credit.  

The agents license has never hindered me.

I have very ambitious goals lolBasically, what are the type of questions you would ask a potential broker so that you would get enough information to know how much they could hinder your progression or growth as a RE investor business? 

The goal is to enrich my clients' financial lives in a meaningful way and to minimize potential problems that would hinder your gains.Now.