diff --git a/extensions/ql-vscode/package.json b/extensions/ql-vscode/package.json
index ffa933d409c..c920fe149c2 100644
--- a/extensions/ql-vscode/package.json
+++ b/extensions/ql-vscode/package.json
@@ -1790,8 +1790,7 @@
           "when": "false"
         },
         {
-          "command": "codeQL.trimCache",
-          "when": "codeql.supportsTrimCache"
+          "command": "codeQL.trimCache"
         }
       ],
       "editor/context": [
diff --git a/extensions/ql-vscode/src/codeql-cli/cli.ts b/extensions/ql-vscode/src/codeql-cli/cli.ts
index 9728b3150fc..9ccdd9362b7 100644
--- a/extensions/ql-vscode/src/codeql-cli/cli.ts
+++ b/extensions/ql-vscode/src/codeql-cli/cli.ts
@@ -1755,14 +1755,6 @@ export class CodeQLCliServer implements Disposable {
         this._versionChangedListeners.forEach((listener) =>
           listener(newVersionAndFeatures),
         );
-        // this._version is only undefined upon config change, so we reset CLI-based context key only when necessary.
-        await this.app.commands.execute(
-          "setContext",
-          "codeql.supportsTrimCache",
-          newVersionAndFeatures.version.compare(
-            CliVersionConstraint.CLI_VERSION_WITH_TRIM_CACHE,
-          ) >= 0,
-        );
       } catch (e) {
         this._versionChangedListeners.forEach((listener) =>
           listener(undefined),
@@ -1917,13 +1909,7 @@ function shouldDebugCliServer() {
 export class CliVersionConstraint {
   // The oldest version of the CLI that we support. This is used to determine
   // whether to show a warning about the CLI being too old on startup.
-  public static OLDEST_SUPPORTED_CLI_VERSION = new SemVer("2.14.6");
-
-  /**
-   * CLI version where the query server supports the `evaluation/trimCache` method
-   * with `codeql database cleanup --mode=trim` semantics.
-   */
-  public static CLI_VERSION_WITH_TRIM_CACHE = new SemVer("2.15.1");
+  public static OLDEST_SUPPORTED_CLI_VERSION = new SemVer("v2.15.5");
 
   public static CLI_VERSION_WITHOUT_MRVA_EXTENSIBLE_PREDICATE_HACK = new SemVer(
     "2.16.1",
diff --git a/extensions/ql-vscode/supported_cli_versions.json b/extensions/ql-vscode/supported_cli_versions.json
index ae7406832cb..31666d596d4 100644
--- a/extensions/ql-vscode/supported_cli_versions.json
+++ b/extensions/ql-vscode/supported_cli_versions.json
@@ -3,6 +3,5 @@
   "v2.17.6",
   "v2.16.6",
   "v2.15.5",
-  "v2.14.6",
   "nightly"
 ]