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🌱 Attempt older version upgrades twice to work around flake with the docker controller #11759

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cprivitere
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What this PR does / why we need it: This is a recommendation from this comment #11610 (comment) in #11610 to work around flaky upgrade tests and improve our CI signal. The root cause seems to be related to the docker controller but only affects older versions. So the goal is to just reduce the flakey signal by retrying the tests on those older versions (which just show up in our upgrade tests).

Which issue(s) this PR fixes (optional, in fixes #<issue number>(, fixes #<issue_number>, ...) format, will close the issue(s) when PR gets merged):
Fixes #11209
Fixes #11610

/area e2e-testing

@k8s-ci-robot k8s-ci-robot added area/e2e-testing Issues or PRs related to e2e testing cncf-cla: yes Indicates the PR's author has signed the CNCF CLA. labels Jan 27, 2025
@k8s-ci-robot k8s-ci-robot added needs-rebase Indicates a PR cannot be merged because it has merge conflicts with HEAD. size/XS Denotes a PR that changes 0-9 lines, ignoring generated files. labels Jan 27, 2025
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cc @chrischdi @sbueringer

@cprivitere cprivitere force-pushed the clusterctl-upgrade-flakeattempts branch from c3585e6 to e6bb305 Compare January 27, 2025 19:30
@k8s-ci-robot k8s-ci-robot removed the needs-rebase Indicates a PR cannot be merged because it has merge conflicts with HEAD. label Jan 27, 2025
@chrischdi
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Thanks!

/lgtm

@k8s-ci-robot k8s-ci-robot added the lgtm "Looks good to me", indicates that a PR is ready to be merged. label Jan 28, 2025
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LGTM label has been added.

Git tree hash: d6a7cb7b308a1d865df535395ec61baa0f1b541d

@sbueringer
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Thank you!

/lgtm
/approve

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[APPROVALNOTIFIER] This PR is APPROVED

This pull-request has been approved by: sbueringer

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@k8s-ci-robot k8s-ci-robot added the approved Indicates a PR has been approved by an approver from all required OWNERS files. label Jan 28, 2025
@k8s-ci-robot k8s-ci-robot merged commit a3a7bb2 into kubernetes-sigs:main Jan 28, 2025
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@k8s-ci-robot k8s-ci-robot added this to the v1.10 milestone Jan 28, 2025
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Successfully merging this pull request may close these issues.

Clusterctl upgrade flake clusterctl upgrade Timed out waiting for all Machines to exist
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