Hi Charleigh,
We also show an orange roan called Henry
and we have a show lead just like the one you have linked, it suits us and we are happy with it!
As regarding when you stack Teddy, you can loosen the lead if you like, were new to the show world too and are still learning ourselves but i have seen people who loosen and people who don't so i guess do what you feel comfortable with.
The night before a show we always give Henry a bath, shampoo & Condition, then towel dry and hairdry brushing thoroughly the way that the coat should fall naturally. This can take some time, but it's so worth it
As Teddy is only six months old, the coat might not be ready to be handstipped, have you done any research into Handstripping etc? Anyways for your first show you will most likely be against other puppies and their coats will all be at different stages so don't worry too much
You can clean Teddy teeth before the show no problems.
As for the timescale... well alot depends on when your class is and how many dogs are in each class? Are you going to an open show?
We found it all a bit intimidating to start with and we are still abit intimidated to be honest we have only done 4 shows so like i said we are learning the ropes too.
Hopefully someone with more experience might be able to give you a bit more advise or if i can help you anymore i will, you may have to wait a few days for more advise as I'm sure that all the lovely cocker people up and down the country that have all the answers are preparing for crufts. If you are and your reading this good luck and please give Charleigh some advise when you can?
Hope that's helped you Charleigh, like i say if you need anymore advise i'll do my best.