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(comment deleted)
I’m probably missing some nuance but it sounds like using ketchup to push ketchup out of a bottle is safe but using air is risky because it is compressible.
You’re right, ketchup does need to come in standard caulk tubes to be used with a caulking gun.
bulk body lotion is a massive petty gripe of mine. tonnes of the stuff remains at the bottom of a pump bottle - which usually needs me to cut the damn thing open and empty it into a container!

caulk gun is a great idea :)

I find the straws never come close to the bottom leaving quite a bit of waste if not willing to work for it.

I think I'd enjoy a caulk gun too much

(comment deleted)
I can’t help but think this is common sense. When a ketchup bottle is almost empty, you don’t have the seal to ensure it comes out smoothly, so the air catches it which is moving at a higher rate of speed, and subsequently goes all over the place due to the unrestricted inside pressure.
The silicone valves exacerbate this problem by forcing a buildup of air pressure. Cheap ones cause a mess even when the bottle is full, whether by excessive resistance, asymmetrical imprecision of the valve sectors, or fucking both.

I’ve started decanting cheaper ketchup—which usually come with poor quality valves—into a restaurant style squeeze bottle. With the combination of softer plastic, longer cone shaped tip, and no valve, it adds up to a better overall experience.