Los Angeles ordinance/moratorium makes this very difficult to navigate.On top of it, he has indicated he could pay but is waiting for this program to pay.

Not trying to be difficult, but we've had owners send us a list of 25+ questions - but it was obvious they had no idea what to do with our answers!

It is difficult to take wild guesses without the proper numbers. 

Get over your "I don't want to be the bad guy" routine or you'll have a difficult time.

If you try to pick a market first, then you have to do research to figure out what investment approach and asset class work in that market, which can be more difficult than the first approach.As a rule I would avoid Waterbury, not saying investors aren't doing well there but it's better to stay out of that market.

I am looking at ways to structure my financing on this second property so that I do not make getting a conventional loan on my personal property (maybe 5 years down the line) too difficult.

Long slow and more difficult will be pretty much free.

Based on other posts I saw thought that Lehigh Valley might be a good place so I started connecting with Realtors and Lenders there.Couple of realtors I came across mentioned that it's very difficult to find good BRRRR or Flip (value add) deals in the area on MLS.

While it is true that it can be more difficult to get VA loans accepted, it is not impossible.

After the training they go out in masses and start calling and emailing people and essentially blackball themselves but also make it much more difficult for new investors.