diff --git a/.changeset/thirty-kings-add.md b/.changeset/thirty-kings-add.md
new file mode 100644
index 00000000000..65ce6b346b8
--- /dev/null
+++ b/.changeset/thirty-kings-add.md
@@ -0,0 +1,5 @@
+---
+'@shopify/app': patch
+---
+
+Fix issue when using `--reset` not creating a new config toml file
diff --git a/packages/app/src/cli/services/app-context.test.ts b/packages/app/src/cli/services/app-context.test.ts
index 3ad3004b985..04d42d4175f 100644
--- a/packages/app/src/cli/services/app-context.test.ts
+++ b/packages/app/src/cli/services/app-context.test.ts
@@ -220,7 +220,7 @@ describe('linkedAppContext', () => {
       })
 
       // Then
-      expect(link).toHaveBeenCalledWith({directory: tmp, apiKey: undefined, configName: 'shopify.app.toml'})
+      expect(link).toHaveBeenCalledWith({directory: tmp, apiKey: undefined, configName: undefined})
     })
   })
 
diff --git a/packages/app/src/cli/services/app-context.ts b/packages/app/src/cli/services/app-context.ts
index 06e6eb4248a..71017d9c8d5 100644
--- a/packages/app/src/cli/services/app-context.ts
+++ b/packages/app/src/cli/services/app-context.ts
@@ -59,7 +59,9 @@ export async function linkedAppContext({
 
   // If the app is not linked, force a link.
   if (configState.state === 'template-only' || forceRelink) {
-    const result = await link({directory, apiKey: clientId, configName: configState.configurationFileName})
+    // If forceRelink is true, we don't want to use the cached config name and instead prompt the user for a new one.
+    const configName = forceRelink ? undefined : configState.configurationFileName
+    const result = await link({directory, apiKey: clientId, configName})
     remoteApp = result.remoteApp
     configState = result.state
   }