I am absolutely not attempting to commit mortgage fraud or anything of the like - I am just looking to ensure that I make each move strategically so as to maximize my available credit while still staying honest. I

In all honesty I think it’s the investors that are holding back a bit, watching and waiting over the last couple of months.  

Being completely honest, I didn't listen to every single one.

To be honest, I cannot say that I have a set up plan already which is going to trump all other plans.

My current investment property was white when I purchased it, and to be honest, I kind of like it.It is true that there are not many if any at all like that in the area.My closest neighbor already has the brownish paint that you see a bit in South and Central Florida, so if I do change it I may have to do an off-white, light beige?

Mr Berk,  Honesty, I would suggest getting a hard money loan on it.

Be brutally honest I want to know if I should wait for a better property, a property where the owners isn’t a rookie, or is this an easy project I’m waaaay over thinking thanks BP.

While of course I was looking to get this transaction closed, honesty and decency is not too much to ask.  

Any decent contractor will understand, appreciate the honesty, and figure it out.There are many ways to work around this:- you order and buy all materials-you have them put together a cart of materials at HD or wherever and you can then go and pay, they can pick up materials and get to work-you can make sure you break the quote out into phases (make sure each phase is roughly 1 week) and pay them after each week once you reviewed the completed week... and on.. and on. 

@Isiah Ferguson  good luck but in all honesty, in the very short time I worked in the trades, the attitude you are going to receive for the most part is that you'll get in the way and be a liability (insurance, etc.)...and honestly, it's no different than the attitude many folks on a jobsite will convey about going to trade school being worthless.I've seen roofing crews drive by a house that's getting worked on by a different roofing company that has called OSHA because the other company wasn't tied in; I've seen one construction company call the code inspector on another for not having permits; I've even seen OSHA called in on finish carpenters for not wearing long sleeves and having steel toes.