020318900 is the current part number for the kit with the Wide Square Pin to Banana Jack adapter with Alligator Clamps and Support Brace. This matches the 0.200" spacing on the TIVPWS500X so it sounds like what you are looking for.
I want to use the TIVPWS500X probe and need a grabber with that. I think it isa 200 mil separation square pin. I believe the wide square pin to banana lead p/n is 020-3189-xx. Can you share what the full part number is, and if this is the correct grabber for this probe/application?
You can purchase the software through your account manager or by calling 800-833-9200. In the meantime, here is a link to generate a 30-day free trial (if you haven't already): https://www.tek.com/en/slam/trial/tek?pr=SUP5-SRCOMP
It is possible to upgrade the scope to Windows 10, the part to do so is DPO7SSD-W10. The exact option will depend on whether the scope is using the motherboard supporting the IntelCore 2 (M566) or the IntelCore i7 (M581) CPU. You can verify this by checking the system information within Windows on the scope or referring to the attached image to identify the I/O shield of the motherboard.