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[–] not_drunk 0 points 2 points (+2|-0) ago  (edited ago)

Put a phone in it and use a find my phone tracker app.

Turn ringer/vibration off !

No money needed.
An excuse if he finds it. "Dropped it by mistake."

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[–] 10557609? ago 

This is well meaning but terrible advice. The ownership of the phone is easily traceable and there is no good explanation for why it would be in the guys car unless he just rode in it.

You want to maintain plausible deniability at all times in all things.

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[–] not_drunk ago  (edited ago)

You are assuming no one gets in the boss's truck.

Not easy to figure out the owner of a locked phone.
You do have to make sure, can't answer calls when locked.

Even if the boss finds the phone,
he has no idea you attempted to track him.