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Can I use head first, head-first or headfirst in a positive sense in a sentence like:

He's not affraid of anything. He delved head first into his own bussiness.

Thanks!

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Yes, you can use it that way. Since "head first" is a metaphor suggesting physical movement, the verb in your sentence could be "dove", staying within the metaphor.
"He dove headfirst into his new business."

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