If you embroider a waterproof jacket like you embroider any old thing, it won’t be waterproof any longer. Water will wick through the threads and the holes you have made. There are products you can buy to waterproof the jacket after you are done with the embroidery. We buy ours from KYS embroidery supplies but I imagine there are other sources. 275 degrees for 15 seconds and the photos tell the rest of the story.