diff --git a/src/index.ts b/src/index.ts
index f2f1b1b6..f5c1e494 100644
--- a/src/index.ts
+++ b/src/index.ts
@@ -323,7 +323,13 @@ export async function build(_options: Options) {
                 // By default we only rebuild when imported files change
                 // If you specify custom `watch`, a string or multiple strings
                 // We rebuild when those files change
-                if (options.watch === true && !buildDependencies.has(file)) {
+                if (options.watch === true && !buildDependencies.has(file) && ![
+                    'tsup.config.ts',
+                    'tsup.config.js',
+                    'tsup.config.cjs',
+                    'tsup.config.mjs',
+                    'tsup.config.json'
+                  ].includes(file)) {
                   return
                 }
                 logger.info('CLI', `Change detected: ${type} ${file}`)