CCS started production in 2013, it was a written standard a little before that. They've had roughly 7 years to work on adopting the standard plug and are only just starting to make upgrade kits to use CCS plugs with pass through adapters. They're still not able to use all of the power of the CCS connectors though. In the US they still don't have a single charger with a CCS connector on it.
I realize USB-C didn't exist when they made Lightning. It still doesn't make sense why they have not migrated to USB-C either, other than continued vendor lock-in/control over the accessory market. With practically all MacBooks and many iPads being on USB-C, it makes less and less sense to have Lightning and USB-C at the same time. There's a standard out there they've halfway adopted, but they choose to not commit to it. All of their portable devices could charge off USB-C, and sell small USB-C to Lightning tips for the brief transition.
I agree, Tesla is in somewhat the same situation. They could start producing CCS compatible cars in the US, they could retrofit ends on their chargers with J1772/CCS plugs, but instead they continue to build proprietary stations and proprietary cars.
You're right both companies are in the same boat and do a similar thing in relation to connector standards. This doesn't make these actions good though.