You need an apostrophe, and a comma would be beneficial too: With the way he play s, it's hard not to get injured. There is no general rule saying that you can't start a sentence with "with", but the "with" in your sentence is rather loose. " instead).
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AnonymousIn English is it natural and grammatical to start a sentence with "with"?With a hand of all four aces and a king, he is sure to win.