Lol physics is not a strong point of mine. So will the vacuum eventually reach a high point and maintain the pressure? Im using the 3/8 hose but I could bump it up to 1/2 or even larger.
The physics of degassing is surprisingly complex. Here is some info, but I think RegionRat is right -- don't overthink it too much.
Your vacuum pump has two important specs: how low a vacuum it is capable of creating, and how much gas it can take away per second (i.e., how fast the pump is). You could have a very fast pump (can pump lots of gas in a short time) that cannot get to very low pressure (because it stops pumping so well at low pressures). Or you could have a pump that can get to a low pressure, but it takes a long time to get there.
As you pump on a carboy of wine, there are three flows of gas that we must consider. The flow OUT (caused by the pump), the CO2 that is evolved from the wine, and any air that leaks IN around your fittings and stoppers. If the leaks are significant, and the pump is slow, you will never reach a low pressure, no matter how long you wait. (But I don't expect this will be the case for most reasonable setups.)
Then there is the problem of CO2 getting out of the wine. As you lower the pressure, it becomes favorable for the CO2 to leave. However, there is a barrier (an "energy barrier") preventing a bubble from forming. There are several ways to foster the development of a bubble. One is shaking or stirring. (Think about shaking a can of soda or beer.) Another is providing nucleation sites for the bubbles. (Think of the bottom of a champagne glass, where the bubbles emanate from the same spots over and over; there are probably scratches in those spots.)
What I have taken to doing is to have a carboy only half full, pull a vacuum on it, and then shake/rock the carboy. Lots of gas is released in this way.