This follows along with reputation before revenue, and adding value, I would focus all your time here.  

Seeking Reputable General Contractor in ChicagoI'm seeking a reputable general contractor for work within the Chicagoland area.

It's your reputation and all it takes is enough complaints on your facebook page or reviews on your website, to start undoing your hard work. 9.

Will I gain a reputation as a lowballer?

Lets remember that wholesalers are dealing with real people with real problems and if you approach it as a compassionate person presenting a win win solution you will get your contracts AND earn a solid reputation for yourself (which let's be honest more wholesalers need).

Im looking for a reputable RE Agent in the area but dont know where to look.

I paid for their experience, guidance, and access to their credentials/reputation.

This is a reputable company that I found through Bigger Pockets, so what am I missing?

I can’t see charging only $6.50 if an inspector is going out, but maybe it is to encourage permitting because the city has gotten a bad reputation for holding up projects.  

I'd also be wary of the parks existing reputation, it may be why it's so empty, and a big hurdle to overcome.