Why was the Headless Horseman depressed?

He could never seem to get ahead in life.

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Life Jokes More Life Jokes

What's a life without manitees?

A life with out porpoise.

Why did the black man walk backwards?

I have no idea, Your Honor, but he was coming right at me and I felt my life was at risk.

Depress Jokes More Depress Jokes

What kind of car does depressed Daniel drive?

Sad Dan

Why is the archaeologist depressed?

Some old stuff just got dug up

Headless Horseman Jokes More Headless Horseman Jokes

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

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

Why was the Headless Horseman depressed?

He could never seem to get ahead in life.