Why was the Headless Horseman depressed?

He could never seem to get ahead in life.

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What is best potato?

Latvian potato is best potato. Is kind you spend whole life looking for. Also, low calories.

What's a life without units?

Unmeasurable.

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What's life like with alchohol?

Depressing. What's life like without alchohol? Depressing. I need friends.

Why was the archeologist depressed?

Because his career was in ruins

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Why couldn't the headless horseman win the race?

He couldn't get a head.

What did the Headless Horseman ask his colleague at Bad Guys Inc.?

What do I have to do to get ahead around here?