complicated shipping arrangements, need help

[TheMortician4]

I need to set this system up, be taught how actually, based on my vendors shipping terms which are as follows:

Shipping and handling for all products (In US dollars):
(except single stickers, buttons, magnets, and greeting / note cards and all flat card stationery products.)
Shipping Method Timing
(# of business days) 1st Item 2nd Item
Economy* 8-10 business days $5.25 $0.50
Standard 5-7 business days $7.00 $0.50
Premium 3-4 business days $13.00 $2.00
Express ** Next day if order by noon $21.00 $5.00

Because of the extra care we take to ensure your items are received undamaged and in perfect condition, posters, wall decals, yard signs, banners and framed prints are shipped in separate packages. These products incur two 1st item shipping costs.

Shipping and handling for orders containing ONLY single sticker, button, magnet, or greeting / note card (In US Dollars):
Shipping Method Timing
(# of business days) 1st Item 2nd Item
Economy* 8-10 business days $1.25 $0.30
Standard 5-7 business days $7.00 $0.50
Premium 3-4 business days $13.00 $2.00
Express ** Next day if order by noon $21.00 $5.00

Shipping and handling for orders containing ONLY flat card stationery products (in US dollars):
Shipping Method Timing
(# of business days) 1st Item 2nd Item
Economy* 8-10 business days $0.00 $0.00
Standard 5-7 business days $0.00 $0.00
Premium 3-4 business days $24.95 $0.00
Express ** Next day if order by noon $34.95 $0.00

Mixed orders containing flat card stationery and other products will incur both a 1st item charge for the flat card stationery and the regular shipping charges outlined in the above tables for the other products. For example, an order containing flat card stationery and 1 T-Shirt will be charged $7.00 for Standard Shipping.

Your items may arrive in different shipments. Depending on the type, quantity and weight of items in your order, we may pack and ship them in different packages to ensure they arrive on time and undamaged. You will never be charged more for shipping and handling than what appears at checkout. Sign into your account to track your orders.

Gallery Wrapped Canvas, and the new Canvas Art, Framed Print, and Mounted Print products which can be purchased from the CafePress.com Marketplace, will arive from 5 to 9 business days from the order date and will be shipped separately from any other products included in the order.

Canvas Art, Framed Print and Mounted Prints have a flat rate of $14.95.

CafePress.com does its best to ensure your delivery arrives on time. However, delivery dates are not guaranteed and there may be a number of unforeseen reasons why your items will arrive after the estimated arrival date. Large orders (100+ items), delivery to a P.O. Box or APO/FPO address, to Hawaii, Alaska, issues to designs or media may all delay delivery of your order.

*Economy shipping is unfortunately not available for orders of more than 5 items due to our carrier's weight restrictions.

**Express Shipping orders received by noon EST on a business day will arrive next business day. Orders placed after noon EST will arrive in 2 business days. Large orders that contain more than 100 items or orders that contain books may require longer processing times and will arrive the next business day after they are processed and shipped.

Can anyone help me with this? We had our first sale yesterday and the tax class didn't work, got it working now, but the end of sale resulted in a loss of revenue based on the setup.

[TheMortician4]

I would be happy with just the first 2 types for now. The issue I am having a problem with is how to tell the system to add $.50 per additional item.