How is Smart Guess invoiced?

Smart Guess is paid via Atlassian, which means Atlassian keeps track of our customers billing details and takes care of invoicing each month or year. Here is how Atlassian invoice looks like: 

Understand your invoice | Atlassian Support

Smart Guess would be one line item on your Atlassian invoice. The total amount you would pay for Smart Guess is based on the number of active users in your Jira instance. Your cost for Smart Guess can be calculated here: 

Smart Guess: Pro Planning Poker for Jira | Atlassian Marketplace