diff --git a/src/core/server/ui_settings/create_or_upgrade_saved_config/is_config_version_upgradeable.test.ts b/src/core/server/ui_settings/create_or_upgrade_saved_config/is_config_version_upgradeable.test.ts
index d694c0ad0bf6..0f2b9eced0dd 100644
--- a/src/core/server/ui_settings/create_or_upgrade_saved_config/is_config_version_upgradeable.test.ts
+++ b/src/core/server/ui_settings/create_or_upgrade_saved_config/is_config_version_upgradeable.test.ts
@@ -78,15 +78,17 @@ describe('savedObjects/health_check/isConfigVersionUpgradeable', function () {
   isUpgradeableTest('7.10.3-rc1', '1.0.0', false);
   isUpgradeableTest('6.7.10', '1.0.0-rc1', false);
   isUpgradeableTest('7.10.3', '1.0.0-rc1', false);
-  isUpgradeableTest('6.8.0', '1.0.1', false);
-  isUpgradeableTest('7.0.0', '1.0.1', false);
-  isUpgradeableTest('7.10.2', '1.0.1', false);
-  isUpgradeableTest('6.8.0-rc1', '1.0.1', false);
-  isUpgradeableTest('7.0.0-rc1', '1.0.1', false);
-  isUpgradeableTest('7.10.2-rc1', '1.0.1', false);
-  isUpgradeableTest('6.8.0', '1.0.1-rc1', false);
-  isUpgradeableTest('7.0.0', '1.0.1-rc1', false);
-  isUpgradeableTest('7.10.2', '1.0.1-rc1', false);
+  isUpgradeableTest('6.8.0', '1.0.1', true);
+  isUpgradeableTest('7.0.0', '1.0.1', true);
+  isUpgradeableTest('7.10.2', '1.0.1', true);
+  isUpgradeableTest('6.8.0-rc1', '1.0.1', true);
+  isUpgradeableTest('7.0.0-rc1', '1.0.1', true);
+  isUpgradeableTest('7.10.2-rc1', '1.0.1', true);
+  isUpgradeableTest('6.8.0', '1.0.1-rc1', true);
+  isUpgradeableTest('7.0.0', '1.0.1-rc1', true);
+  isUpgradeableTest('7.10.2', '1.0.1-rc1', true);
   isUpgradeableTest('1.0.0-rc1', '1.0.0', true);
   isUpgradeableTest('1.0.1', '1.0.0', false);
+  isUpgradeableTest('7.10.2', '1.1.0', true);
+  isUpgradeableTest('7.10.2', '2.0.0', false);
 });
diff --git a/src/core/server/ui_settings/create_or_upgrade_saved_config/is_config_version_upgradeable.ts b/src/core/server/ui_settings/create_or_upgrade_saved_config/is_config_version_upgradeable.ts
index d2908cf6939b..4478e6f9f526 100644
--- a/src/core/server/ui_settings/create_or_upgrade_saved_config/is_config_version_upgradeable.ts
+++ b/src/core/server/ui_settings/create_or_upgrade_saved_config/is_config_version_upgradeable.ts
@@ -75,7 +75,7 @@ export function isConfigVersionUpgradeable(
   // If the saved config is from the fork and from 6.8.0 to 7.10.2 then we should be able to upgrade.
   const savedIsFromPrefork =
     semver.gte(savedReleaseVersion, '6.8.0') && semver.lte(savedReleaseVersion, '7.10.2');
-  const currentVersionIsVersion1 = semver.eq(opensearchDashboardsReleaseVersion, '1.0.0');
+  const currentVersionIsVersion1 = semver.major(opensearchDashboardsReleaseVersion) === 1;
   return (
     savedIsLessThanOpenSearchDashboards ||
     (savedIsSameAsOpenSearchDashboards && savedRcIsLessThanOpenSearchDashboards) ||