Your body makes it’s own cholesterol, getting it from your diet is like pouring water into an already full cup

I don't think your analogy is right, tbh. For most people dietary cholesterol does not alter their blood cholesterol much because it's tightly controlled with the pancreas and the liver. If your body detects too much it'll absorb less and pass through your butt and it'll synthesize less in your gut. It's about a 20%-80% ratio of absorbed vs internally synthesized. This means our bodies are able to process, create, store (liver, tissues), release and excrete a reasonable amount of cholesterol with a balanced diet. It's only when you intake a lot of other fats that it causes the "bad" cholesterol LDL to be delivered to the cells. (Low Density Lips means it's not just the cholesterol being transported in there.) Curiously enough, some people are more susceptible to cholesterol-related diseases than others, particularly those with higher genetic risks or those with comorbidities.

your cells into your blood and clogs everything up

You're thinking of atherosclerosis, an inflammatory disease. High LDL cholesterol in the blood is only a factor and not a direct cause. The full cause of the disease isn't known, so it's not that simple. It's not like cholesterol is freely floating in the blood plugging holes, but rather packaged with other fats and proteins into water-soluble droplets precisely so that fats don't plug anything up. That's LDL, HDL, chylomicrons, etc. There's something more going on with the body for cholesterol to play a role.

Interesting video. Definitely not what I was expecting, but mostly because I was expecting the science. Instead, this is a video about a marketing department dealing with red tape around their food products, and it uses that as the evidence for why cholesterol is bad in an ominous "they know they truth". Dun dun dun. To be honest, I think its approach is deceitful.

Please note that, although Dr. Michael Greger seems pro-science, he is criticized for pedaling a moderate amount of pseudoscience, claiming that veganism cures illness. I think his content about cholesterol is closely linked to his personal views and is therefore quite biased.