When should you switch API versioning strategies?

hey everyone, i've been thinking a lot about api versioning lately. we're currently on v1 of our main user api and starting to plan for v2. i've seen a few approaches: url versioning ( /v1/users ), header versioning ( Accept: application/vnd.myapi.v1+json ), and even query parameters. for our use case, what's the tipping point where migrating clients to a new version becomes more pain than its worth, and how do you handle that transition gracefully?