diff --git a/src/compiler/output-targets/index.ts b/src/compiler/output-targets/index.ts
index d6b680cd42f..e88d7641f04 100644
--- a/src/compiler/output-targets/index.ts
+++ b/src/compiler/output-targets/index.ts
@@ -6,6 +6,7 @@ import { outputCollection } from './dist-collection';
 import { outputCustomElements } from './dist-custom-elements';
 import { outputHydrateScript } from './dist-hydrate-script';
 import { outputLazy } from './dist-lazy/lazy-output';
+import { outputCustom } from './output-custom';
 import { outputDocs } from './output-docs';
 import { outputLazyLoader } from './output-lazy-loader';
 import { outputTypes } from './output-types';
@@ -45,6 +46,7 @@ export const generateOutputTargets = async (
   // since it validates files were created
   await outputDocs(config, compilerCtx, buildCtx);
   await outputTypes(config, compilerCtx, buildCtx);
+  await outputCustom(config, compilerCtx, buildCtx);
 
   timeSpan.finish('generate outputs finished');
 };
diff --git a/src/compiler/output-targets/output-custom.ts b/src/compiler/output-targets/output-custom.ts
index 2fe17c622cc..f3813692403 100644
--- a/src/compiler/output-targets/output-custom.ts
+++ b/src/compiler/output-targets/output-custom.ts
@@ -1,24 +1,24 @@
 import { catchError, isOutputTargetCustom } from '@utils';
 
 import type * as d from '../../declarations';
+import { generateDocData } from '../docs/generate-doc-data';
+
+export const outputCustom = async (config: d.ValidatedConfig, compilerCtx: d.CompilerCtx, buildCtx: d.BuildCtx) => {
+  const task = config.watch ? 'always' : 'onBuildOnly';
+  const customOutputTargets = config.outputTargets
+    .filter(isOutputTargetCustom)
+    .filter((o) => (o.taskShouldRun === undefined ? true : o.taskShouldRun === task));
 
-export const outputCustom = async (
-  config: d.ValidatedConfig,
-  compilerCtx: d.CompilerCtx,
-  buildCtx: d.BuildCtx,
-  docs: d.JsonDocs,
-  outputTargets: d.OutputTarget[],
-) => {
-  const customOutputTargets = outputTargets.filter(isOutputTargetCustom);
   if (customOutputTargets.length === 0) {
     return;
   }
+  const docsData = await generateDocData(config, compilerCtx, buildCtx);
 
   await Promise.all(
     customOutputTargets.map(async (o) => {
       const timespan = buildCtx.createTimeSpan(`generating ${o.name} started`);
       try {
-        await o.generator(config, compilerCtx, buildCtx, docs);
+        await o.generator(config, compilerCtx, buildCtx, docsData);
       } catch (e: any) {
         catchError(buildCtx.diagnostics, e);
       }
diff --git a/src/compiler/output-targets/output-docs.ts b/src/compiler/output-targets/output-docs.ts
index b01d7bd451b..ac12b47b934 100644
--- a/src/compiler/output-targets/output-docs.ts
+++ b/src/compiler/output-targets/output-docs.ts
@@ -1,5 +1,4 @@
 import {
-  isOutputTargetCustom,
   isOutputTargetDocsCustom,
   isOutputTargetDocsJson,
   isOutputTargetDocsReadme,
@@ -12,7 +11,6 @@ import { generateDocData } from '../docs/generate-doc-data';
 import { generateJsonDocs } from '../docs/json';
 import { generateReadmeDocs } from '../docs/readme';
 import { generateVscodeDocs } from '../docs/vscode';
-import { outputCustom } from './output-custom';
 
 /**
  * Generate documentation-related output targets
@@ -30,7 +28,6 @@ export const outputDocs = async (
   }
   const docsOutputTargets = config.outputTargets.filter(
     (o) =>
-      isOutputTargetCustom(o) ||
       isOutputTargetDocsReadme(o) ||
       isOutputTargetDocsJson(o) ||
       isOutputTargetDocsCustom(o) ||
@@ -51,6 +48,5 @@ export const outputDocs = async (
     generateJsonDocs(config, compilerCtx, docsData, docsOutputTargets),
     generateVscodeDocs(compilerCtx, docsData, docsOutputTargets),
     generateCustomDocs(config, docsData, docsOutputTargets),
-    outputCustom(config, compilerCtx, buildCtx, docsData, docsOutputTargets),
   ]);
 };
diff --git a/src/declarations/stencil-public-compiler.ts b/src/declarations/stencil-public-compiler.ts
index 7d1c3d0cd63..d40cae80d36 100644
--- a/src/declarations/stencil-public-compiler.ts
+++ b/src/declarations/stencil-public-compiler.ts
@@ -1,5 +1,6 @@
 import type { ConfigFlags } from '../cli/config-flags';
 import type { PrerenderUrlResults, PrintLine } from '../internal';
+import type { BuildCtx, CompilerCtx } from './stencil-private';
 import type { JsonDocs } from './stencil-public-docs';
 
 export * from './stencil-public-docs';
@@ -2239,8 +2240,17 @@ export interface OutputTargetHydrate extends OutputTargetBase {
 export interface OutputTargetCustom extends OutputTargetBase {
   type: 'custom';
   name: string;
+  /**
+   * Indicate when the output target should be executed.
+   *
+   * - `"onBuildOnly"`: Executed only when `stencil build` is called without `--watch`.
+   * - `"always"`: Executed on every build, including in `watch` mode.
+   *
+   * Defaults to "always".
+   */
+  taskShouldRun?: 'onBuildOnly' | 'always';
   validate?: (config: Config, diagnostics: Diagnostic[]) => void;
-  generator: (config: Config, compilerCtx: any, buildCtx: any, docs: any) => Promise<void>;
+  generator: (config: Config, compilerCtx: CompilerCtx, buildCtx: BuildCtx, docs: JsonDocs) => Promise<void>;
   copy?: CopyTask[];
 }