Here's my current rule of thumb: If you have successfully built a couple projects using agentic tooling and Claude 4 or similar models: you are doing a fine job of keeping up. Otherwise, you are at least a generation behind.
Right now they only thing being left behind is my actual work to be done since I am spending more and mpre time fighting off cursor-written degenerate slop code from creeping into the codebase from "pioneer" developers who are slowly forgetting how to program.