Yes, the Smart Tab will have an update for Android 9.

Yes, the Lenovo Smart Tab supports passive pens which imitate the touch of a finger, but does not support high accuracy active pens (used for design work).

That will depend on the requirements and compatibility of the streaming services. We recommend you check with the streaming services web sites for their compatibility with Windows 10 S-mode 64-bit operating system (Windows 10 S-Mode provides added security by only allowing APPs available ( and therefore certified by Microsoft) at the Microsoft Store. If you don't need the added security or you need to install APPs not available at the Microsoft Store, you can switch to standard Windows 10 Home 64-bit Operating System, at no additional cost.) and the minimum/recommended hardware requirements (Is a Graphics card required, the processor speed and the minimum required system RAM and the minimum available hard drive space) to run their program, then compare those requirements to this system's configuration.

This model is not user upgradable. A certified technician must do all of the work, so as to not void the warranty. This configuration has 4GB of RAM soldered to the motherboard and one additional RAM memory slot, that can support up to another 8GB of RAM. Your certified technician can add another 8GB to the one RAM memory slot for a system RAM total of 12GB.