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That was my initial reaction, but the "your" is actually correct there:

> Your applying to those companies with 0 experience or college degree is unrealistic.

The clause "applying to..." is possessed by "your".

Or, more directly, “your applying [...] is unrealistic”.

Agree, both "you're" and "your" are correct with different perspectives.

Nope, only "your" is correct in this case. "You're" would require a slight rewording, something like:

> You're applying to those companies with 0 experience or college degree, which is unrealistic.

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