Unpopular opinion: I find this comparison a bit off. Compare your theft from the till to your boss taking $100 from your pocket and it seems more even.
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Why's that?
Intent?
Taking $100 is theft. Period. You can't accidentally pocket $100 out of a register.
Boss shorting your check $100 could be an accident. Often not even their accident these days with payroll software. Until it happens consistently it's not guaranteed intentional.
If the Law was fair the same amount of harm would be punished by the same sized penalty, quite independently of the method by which such harm was inflicted, and taking $100 from your pocket inflicts exactly the same amount of harm as shorting your paycheck by $100.