Eli5, does the measurement app on the iPhone depend on how close or far you are from the object you’re measuring?

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Answer 1

If its via parallax, then it depends.

So its really hard to determine if something is really small, close and moving slowly against something really big far away and moving quickly. There needs to be some sort of reference frame without that then yup most definitely, ur screwed

Ie eg the moon vs the sun one is clearly bigger than the other but the other is so much further away. Which is why we get eclipses