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Hi, I'm Mike and I'll be assisting you. Please stand by while I review your question.
Back off the screws, restrip the wire (needs to be straight, insert and tighten the screws.
The timer should accept up to a #10 wire. Most lighting circuits are #12 or #14, much smaller.
Very good. Let me know how it went.
Unfortunately you can't use that switch. You don't have a neutral in the box. It requires a hot, aneutral and a switched hot. I suggest getting an Intermatic ST01C timer. It doesn't require a neutral and has the same functions.
Anytime, you're welcome.