Live Prompt: A B2B Checkout Where One Person Buys but Another Approves

New live prompt: "This is a B2B software marketplace. The person configuring a purchase (choosing seats, add-ons) is often not the person with budget authority to actually approve the payment. Analytics show carts sit 'pending' for a median of 9 days, and 40% of pending carts never convert. Walk me through your approach in 20 minutes."

1. How does the presence of two distinct user roles (configurer and approver) change which clarifying questions and which hypotheses are relevant, compared to the single-user consumer checkout in the main case study?
2. Propose a redesigned flow that explicitly accounts for the two- role reality, rather than assuming one person completes checkout start to finish.
3. What would you measure to know if the redesign worked, given the success metric can't simply be "payment-step completion rate in one session" the way it was in the main case study?