Preliminaries:
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In your test store create product X - set the product weight to be 12oz.
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In your store shipping settings, create the following shipping rates:
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Create a cart page funnel that cross sells Product X with a discount of 20% and has a show to all trigger
Customer Scenario:
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As a customer visit the store and add product X to cart, increase the quantity to 2
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Proceed to checkout from the cart page
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View the upsell funnel and add 2 additional product X items to cart
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proceed to checkout
Actual result: shipping rate is miscalculated.
Please let me know if any further details are needed.