What do I need to put in my product's box? (in Europe)

Hello, I am not too sure on the US postal services. But 1 option could be to find a fulfilment partner in the regions you are looking to target and ship a box of your best selling lines (via recognised carrier) and then when the sales come in fulfill locally. For example in the UK, the package you have, would cost as low as 0.65p ($1.20) to ship standard post, if you wanted it tracked then you would need to add an extra £1.20 ($2.50) Thanks Sam

Yes. https://docs.woothemes.com/document/configuring-woocommerce-settings/

What I usually do with my team is to store the data locally until the machine connects to the web and then push it to the cloud at that point. The data won't be live but at least it will appear once the PC is online. Makes sense?

There are two main standards, the UL (USA's "Underwriter's Laboratory"), and CE (European Union's "Conformité Européenne"). The CE will let you sell in the US, Canada, Australia, and the EU (I'm not sure about the Middle East though). The CE is harder to get than the UL, since it includes standards of safety and functionality, while the UL only includes standards of safety. You can find the UL standards here: http://ulstandards.ul.com/access-standards/ and here are instructions for the CE standards: https://www.gov.uk/guidance/ce-marking if you'd like further assistance with what specific standards would work with your product, and/or assistance with US patenting let me know, all the best, Lee

If its for sales through Amazon (or even elsewhere) FBAPrep.com is one of the best out there. They can handle importing, preparation (repackaging, barcoding, etc.) and then final shipment. Plus, they know the special requirements of Amazon and other third party marketplaces.