Can I upgrade from High Sierra directly to Ventura?

I believe that most newer computers can be directly upgraded, but only those which are new enough to accept Ventura may be so upgraded. If you are running High Sierra it is likely that your computer is too old. You can check specifications Apple's web site or tell us the year and model of your Mac. That is what determines what the latest OS that can be installed.

❗️ – IMPORTANT: 

Your 32-bit apps and device drivers won’t work in Catalina or any newer macOS.

Use this free utility to check the compatibility of your apps:

St. Claire Software – Go64: https://www.stclairsoft.com/Go64/