It took a few years, but when parents were claiming their child care expenses on their returns, it finally caught up to them.

That combined with a price list my wife and I made for materials makes me feel comfortable with the number. 

In the end that comfort level is a deciding factor.

Eventually I would like to grow into commercial real estate which has always fascinated me since I was a child.

Some people are comfortable having their rentals channel straight through their personal tax returns into their schedule E without the LLC shelter, and some always end-up purchasing the property from themselves with their LLC and position themselves that way.

I've had several roofers out but they seemed out of their comfort zone with that type of work.

Not too familiar with that, but would be a lot more comfortable with Sub-2 transactions if the DOS clause went away...

My Credit Score is 689 and rising, went through a divorce that caused some issues, but I don't have any more issues paying everything on time.My Current annual income from my Job is right at 50,000.00I am a single mom with a two year old and a five year oldMy living expenses are covered by the child support that I receive, and I live with my parents currently, so I don't have rent, utilities, or ungodly daycare.  

Who is comfortable with a nice profit spread.

You should plan to "study" the real estate market for a minimum of 3 months, maybe 6 or more, until you get a decent comfort level.