Well explained example Charlie MacPherson, and great solution suggestion at the end.  

I want to eradicate this issue fast so I am looking for any referrals for someone that has extreme solutions to solve this ASAP! 

DO NOT ever take advice from US based companies selling real estate to foreigners, they are not up to speed on the nuances of investing broadly in the US and it's not an one size fits all solution.  

So what was the solution?

The driveway slopes down and we should be able to divert the drains from the garage however to anyone’s knowledge is there any solution other than replacing the entire door due to the open crack near the bottom? 

The same as you, we learned a lot of new tricks along the way, but I don't think doing it that way is sustainable or scalable. 

Hi,If you are looking to save money and also a solution to leaking, i would suggest to reinstall roofing with modified bitumen, it will make your space more elegant and attractive, This option is not so long lasting, but is costs less & In terms of durability i would prefer you to go for EPDM method for re-installing roofing.

Solutions?

My only solution as of now is MLS (which is terrible) and calling/dropping by the properties that sold off and asking at what cap rate they purchased it for.

Hopefully someone will know of a solution or has tried the product I referenced.