"There is no specific footage of distance but he must stay away from me, my kids and our home and place of employment."
If there is "no specific footage of distance," what does "stay away" mean? A person subject to an order of this sort MUST be made aware of exactly what he can and cannot do. A vague order may not be enforceable.
"He wouldn't leave a bar I was at the other day"
Who was there first? Even if it was you, why should he have to leave?
"he sent his sister over to tell me this was a small town and I shouldn't want enemies."
So? Is that covered by the order?
"I did file a complaint for the first violation where he wouldn't leave a bowling alley."
Again, who was there first, and why SHOULD he have left?
"I am afraid if I keep filing complaints he will do something more than cutting my car wires."
Did he admit to doing this? Do you have any evidence that he did it?
"Should I do it anyways?"
We can't tell you what you should or shouldn't do, but it may be smart to go talk to a lawyer about seeking to have the restraining order clarified.