That way you know what you're aiming at.

Should I be concerned that when I go to resell the property the inspector will measure the property and it will not line up with the assessed square footage?

As a relatively new investor ( 2years ) I am looking for anybody that has had any amount of success in RE investing to share the top 3 things that have measurably contributed to your financial success in RE. 

@Raul R.What measures are in place for preventative maintenance, hvac can certainly get costly and quick but I would love to see what measures your taking ahead of time- I manage multifamily sites and have found some create ways to minimize cost (within reason).

I have been looking into wholesaling and I was wondering if it would be a great idea to maybe start there first then aim for a higher education in college.

Pretty much every property that I've tried to analyze becomes impossible to do so due to not being able to figure out everything that needs to be done.Ex: I can look at a picture and see that it needs a complete rehab, but I can't really measure the counter space to find out rough costs, or measure the flooring to do the same, or know what pipes are going to need to be replaced, or how much open square footage of wall space there is in the kitchen that needs to painted to calculate that.

I have told business partners before that I may suffer from a ready, fire, aim mentality, and I definitely lean towards the GSD mentality!

My typical approach is ready, fire, aim, but have been working on switching those last two pieces.

I know how to use AutoCad, so I will be able to take measurements and modify.

Aah okay, I was not sure what numbers were conservative, which is what I was aiming for.