Is this feasible in any CT markets or do I need to look further?

I rather hire a skilled GC like Aaron to cut out the headache but it is not feasible 50% or more of the time to make the deals work, I cannot afford the overhead. 

Figure out what you want to do and ask yourself is it feasible to do it at this point in time.

Some markets have appreciated in value so much more than rents that it isn't feasible to cash flow unless you are willing to put 50% down on the property.For those markets, I would either find other avenues to produce cash flow such as lease options, owner carries, or other creative tools, or get focused on finding property that you can buy at such a discount that it might still cash flow.

Yes, I am comparing someone who had 50k in their own funds in lot inventory (or some other product)as compared to buying a 50k property in cash getting 800-1000 in rent...Yes you are right, one would be severely more work intensive but would likely net youUpwards of 20% return monthly;and justifiably so..I guess it comes down to if u want to put in 20 hours week or 5...J Scott, I don't wanna go midtown as crime and copper theft, etc, lithoniaor along hwy 20 seems more feasible, even Conyers.I don't want a crack house lol

Driving around isn't feasible.

Chicago is the 3rd largest metropolitan city with 10 million occupants. 42% or 4,200,000 are renters so it's great to know the exit strategy of selling to an end user is feasible.

On an average deal, using median housing price in the US for instance (and depending on where you are investing), net of $28,000-$30,000K is feasible per flip deal.

Long distance investing can be a challenge but as long as you have a good team or PM company managing your property it certainly is feasible.  

This is the best way to understand what you want, if it's feasible and create a plan to get there.