No one is overthinking anything. Carta's behavior is poor, self-serving, and definitely using a dark pattern. If they cannot promptly schedule a meeting, they should wave the meeting requirement.
Here are some other thoughts:
1) Canceling a subscription should be easy and take less than 3 minutes. There is nothing special about enterprise software subscriptions.
2) Requiring a meeting to cancel and then scheduling the meeting after the customer is charged a renewal fee is outrageous. This should never happen.
3) Customers tried to contact Carta and could not get help. This means they could not just "call up Carta" and tell them "Your shit is broken, there are no cancellation meetings for weeks."