MarketPress product presentation and options for larger quantities

1. Suppose I wanted to base pricing on the number of items purchased. For example, add 1 to the cart and you will pay $10. Add 2 or more, you will pay $8 a piece. Is there such option in Market Press?

2. Suppose I wanted to allow to customize product BEFORE checkout (before it's placed in the cart, not during checkout). For example, customer buys 15 T-shirts for a team, each needs to be customized with player's name.
I'd rather have that done before items are added to the cart, in case on another product page he goes to buy 15 hats and needs to customize those with a number.
With default settings, at checkout this would show 30 options to fill out (confusing). Is there a more elegant way to offer purchases with customizations on quantity orders?