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anya uses the latest container image of dtzar/helm-kubectl/. However, the cluster might not use the latest tiller version.
Somehow, anya should know which helm version to use, or there is legacy support for older Tiller versions.
Workaround
Upgrade Tiller, when the deployment fails because of incompatible versions of the client and server. It should be solved by executing the following against the cluster: helm init --upgrade
Solution
Using Helm in version 3, so the update and rollback features can still be used.
Using Helms rendering option (helm template) would prevent using those features.