diff --git a/src/services/SyncService.ts b/src/services/SyncService.ts
index 5a6f7c06e51..c16e8a0f0c3 100644
--- a/src/services/SyncService.ts
+++ b/src/services/SyncService.ts
@@ -236,6 +236,7 @@ class SyncService {
 			this.bus.emit('stateChange', { dirty: true })
 		}
 		if (!this.hasActiveConnection()) {
+			this.#sending = false
 			return
 		}
 		const sendable = this.#outbox.getDataToSend()
diff --git a/src/tests/services/SyncService.spec.ts b/src/tests/services/SyncService.spec.ts
index 2707f1fd0f5..035dd57f5aa 100644
--- a/src/tests/services/SyncService.spec.ts
+++ b/src/tests/services/SyncService.spec.ts
@@ -42,6 +42,17 @@ const initialData = {
 const openResult = { connection, data: initialData }
 
 describe('Sync service', () => {
+	it('resets #sending when there is no active connection', async () => {
+		const { connection, openConnection } = provideConnection(
+			{ fileId: 123, relativePath: './' },
+			vi.fn(),
+			vi.fn(),
+		)
+		const service = new SyncService({ connection, openConnection })
+		await service.sendStepsNow()
+		await expect(service.sendStepsNow()).resolves.toBeUndefined()
+	})
+
 	it('opens a connection', async () => {
 		const getBaseVersionEtag = vi.fn()
 		const setBaseVersionEtag = vi.fn()