I remember how much trouble I used to have with the original pen loop that the wallet came with back in the day. Having one that you can stick wherever you like is a huge improvement. The design of the 3M sticky part of the loop is oval-shaped now and it sticks just as good as ever. I've never had one fall off from use, though I suggest you play around with where you might want to place it before you remove the backing and slap it on. A lot will depend on the type of pen you use, its length and thickness, so put your chosen pen through the loop and play with the positioning before you adhere it to the wallet.
I Love my first waiter's wallet so I decided to upgrade to the premium Jr. The quality is great but there's one major flaw- behind the paper pad, the surface isn't flat? There's a v shaped pocket that the pen slips on every time I take an order- this V doesn't seem to be necessary to the product and I'm wondering why its there- it completely defeats the purpose of buying a product to help you take orders better when the surface is uneven- I'd definitely rethink this feature-
Thanks for the thoughtful review, Eric. While we have not heard this issue before, we will definitely consider tweeting the design in the future.
The pen loop that comes with the ww is not very useful and its in a terrible place too. I'm so glad I bought the pen loop. It's much easier having my pen on the side, easy to get to it.