Ian-Kaplan-Sub-Update

[bronze lagoon]

Hey there! You want to use a trial in this case. See our docs here: https://stripe.com/docs/billing/subscriptions/billing-cycle#using-a-trial-to-change-the-billing-cycle

[plain sequoia]

can this be done through the customer portal or would i have to manage this myself?

[bronze lagoon]

You would need to manage this yourself. Customer Portal doesn't currently handle this use-case unfortunately.