Before you can choose to upgrade to a yearly plan while in the trial period, you must add a payment method on the Stripe customer portal. To do this, log in to Witness then navigate to the 'Subscription' page. Then on the right side of the page click 'Update Plan'. From here, the Stripe Customer Portal will load with the option to 'Add Payment Method'. Follow the steps to add a credit or debit card then you'll be redirected back to the main Stripe Customer Portal view. From here, you can click the 'Update Plan' button. You should now see the monthly/yearly and Plus/Pro plans.
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