Self manage from 2300 miles away is a challenge but it's not so bad if you look at what it costs you to hire a PM(on average 12-14% of gross rents) with our numbers it's thousands a month in fees. 

Hello
I am new to REI and I am trying to learn how to find the best deal in the market. This deal is located in NW Indiana numbers are roughly estimated, I am planning to buy my first rental property with FHA loan, ...

We decided that it may be too much of a challenge for us to enter that area as newbie investors.

I would not say "wouldn't"  give, I would just say its going to be a little more challenging.

Challenges?

Challenges?

However, I will have moved out of state and be investing at a distance which I know presents new challenges.

But you do have to put your foot down, first with yourself (the bigger challenge) and then with him. 

People with coping challenges can get fixated over random things so be flexible and avoid a battle that costs u money..

Challenges?