As a regular customer you can browse your order history, follow the status of your orders. We are working on other benefits also. More about them soon-ish!
What you wear depends a lot on the season. Something to keep you warm when you take a break is good to have. If you get too warm, vent excess heat immediately and put your jacket in your backpack. Luckily weather forecasts are fairly reliable for one day, so you don't need to prepare for everything.