Looking for a company that solves drainage problems around a house

Hey Ryan, I had much the same problem with our home when I first moved in. In fact, I probably have the exact same garage picture somewhere. What I would say about the garage drain is that these often get built without the appropriate slope to drive the water into a drain - and those drains almost always need to be cleaned even with a debris screen every year. For your gate area, someone needs to dig a trench, put in a pipe -at the right angle and either drain somewhere where it will naturally go to run off or into the sewer. I rented a ditch digger, dug a trench, bought PVC pipe that I drilled holes into (that was fun) and covered those with screens that I glued on and then covered with very lightweight landscape paper to reduce debris. I can say its a lot easier to do when its not raining. If you want to hire, look up drainage contractors.

Try Wu Construction, they specialize in drainage and foundation work.