I have a few things to ask:
1, What colors would you like this logo to have only?
2, Are you OK with me potentially drawing out a design and sending that to you?
3. Would you prefer the skull and crossbones idea or the pirate flag and ship idea?

I have a great design in mind but i want to make sure i won't loose time without any chance. Is this contest still active , i mean can you provide a fast feedback in case i submit?

Yes, I can provide quick feedback. Contest is definitely still active.

Ideally, I'd love for it to be embroiderable on a black shirt. So white and red on black background would be great. Alternatively black and red on a white background.

I think I prefer the skull and crossbones concept but am still pretty open.

Thanks!
Jeff