diff --git a/packages/e2e-tests/specs/__snapshots__/writing-flow.test.js.snap b/packages/e2e-tests/specs/__snapshots__/writing-flow.test.js.snap
index 2a80f20633a953..8c1d1bbcb60884 100644
--- a/packages/e2e-tests/specs/__snapshots__/writing-flow.test.js.snap
+++ b/packages/e2e-tests/specs/__snapshots__/writing-flow.test.js.snap
@@ -177,3 +177,13 @@ exports[`adding blocks should not delete surrounding space when deleting a word
 <p>1 2 3</p>
 <!-- /wp:paragraph -->"
 `;
+
+exports[`adding blocks should not prematurely multi-select 1`] = `
+"<!-- wp:paragraph -->
+<p>1</p>
+<!-- /wp:paragraph -->
+
+<!-- wp:paragraph -->
+<p>></p>
+<!-- /wp:paragraph -->"
+`;
diff --git a/packages/e2e-tests/specs/writing-flow.test.js b/packages/e2e-tests/specs/writing-flow.test.js
index c186507a7cdef3..02fd4171459977 100644
--- a/packages/e2e-tests/specs/writing-flow.test.js
+++ b/packages/e2e-tests/specs/writing-flow.test.js
@@ -310,4 +310,19 @@ describe( 'adding blocks', () => {
 
 		expect( await getEditedPostContent() ).toMatchSnapshot();
 	} );
+
+	it( 'should not prematurely multi-select', async () => {
+		await clickBlockAppender();
+		await page.keyboard.type( '1' );
+		await page.keyboard.press( 'Enter' );
+		await page.keyboard.type( '><<' );
+		await pressKeyWithModifier( 'shift', 'Enter' );
+		await page.keyboard.type( '<<<' );
+		await page.keyboard.down( 'Shift' );
+		await pressKeyTimes( 'ArrowLeft', '<<\n<<<'.length );
+		await page.keyboard.up( 'Shift' );
+		await page.keyboard.press( 'Backspace' );
+
+		expect( await getEditedPostContent() ).toMatchSnapshot();
+	} );
 } );