re: What’s the least amount a check would have to be for you not to even cash it?

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The customer is the legal owner of the money when the expense is incurred.

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Where is the money until the customer takes possession by cashing or depositing the check?

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Whether its cashed or not is irrelevant, the only thing that changes is the custody of the funds.

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Cost =/= expense

You're going to learn that...

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What's your CPA license number? 

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What's yours?

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I actually said the opposite dumbass, but per usual you don't know what the frick you are talking about.

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That's a lie. Maybe when I've finished teaching you what I'm assuming you'll claim is your job, I'll dig that one up.