diff --git a/classes/UrlHelper.php b/classes/UrlHelper.php
index 03202cff8..82b8bf36e 100644
--- a/classes/UrlHelper.php
+++ b/classes/UrlHelper.php
@@ -1,4 +1,9 @@
 <?php
+
+use Psr\Http\Message\RequestInterface;
+use Psr\Http\Message\ResponseInterface;
+use Psr\Http\Message\UriInterface;
+
 class UrlHelper {
 	const EXTRA_HREF_SCHEMES = [
 		"magnet",
@@ -312,13 +317,28 @@ class UrlHelper {
 		$req_options = [
 			GuzzleHttp\RequestOptions::CONNECT_TIMEOUT => $timeout ?: Config::get(Config::FILE_FETCH_CONNECT_TIMEOUT),
 			GuzzleHttp\RequestOptions::TIMEOUT => $timeout ?: Config::get(Config::FILE_FETCH_TIMEOUT),
-			GuzzleHttp\RequestOptions::ALLOW_REDIRECTS => $followlocation ? ['max' => 20, 'track_redirects' => true] : false,
 			GuzzleHttp\RequestOptions::HEADERS => [
 				'User-Agent' => $useragent ?: Config::get_user_agent(),
 			],
 			'curl' => [],
 		];
 
+		if ($followlocation) {
+			$req_options[GuzzleHttp\RequestOptions::ALLOW_REDIRECTS] = [
+				'max' => 20,
+				'track_redirects' => true,
+				'on_redirect' => function(RequestInterface $request, ResponseInterface $response, UriInterface $uri) {
+					if (!self::validate($uri, true)) {
+						self::$fetch_effective_url = (string) $uri;
+						throw new GuzzleHttp\Exception\RequestException('URL received during redirection failed extended validation.',
+							$request, $response);
+					}
+				},
+			];
+		} else {
+			$req_options[GuzzleHttp\RequestOptions::ALLOW_REDIRECTS] = false;
+		}
+
 		if ($last_modified && !$post_query)
 			$req_options[GuzzleHttp\RequestOptions::HEADERS]['If-Modified-Since'] = $last_modified;
 
@@ -355,7 +375,7 @@ class UrlHelper {
 			};
 
 			# Alternative/supplement to `progress` checking
-			$req_options[GuzzleHttp\RequestOptions::ON_HEADERS] = function(Psr\Http\Message\ResponseInterface $response) use(&$max_size, $url) {
+			$req_options[GuzzleHttp\RequestOptions::ON_HEADERS] = function(ResponseInterface $response) use(&$max_size, $url) {
 				$content_length = $response->getHeaderLine('Content-Length');
 				if ($content_length > $max_size) {
 					Debug::log("[UrlHelper] fetch error: server indicated (via 'Content-Length: {$content_length}') max size of $max_size bytes " .
@@ -426,6 +446,7 @@ class UrlHelper {
 		$history_header = $response->getHeader(GuzzleHttp\RedirectMiddleware::HISTORY_HEADER);
 		self::$fetch_effective_url = $history_header ? end($history_header) : $url;
 
+		// This shouldn't be necessary given the checks that occur during potential redirects, but we'll do it anyway.
 		if (!self::validate(self::$fetch_effective_url, true)) {
 			self::$fetch_last_error = "URL received after redirection failed extended validation.";
 			$span->setAttribute('error', self::$fetch_last_error);
diff --git a/tests/UrlHelperTest.php b/tests/UrlHelperTest.php
index 58960add0..825c71e8e 100644
--- a/tests/UrlHelperTest.php
+++ b/tests/UrlHelperTest.php
@@ -74,6 +74,7 @@ final class UrlHelperTest extends TestCase {
 		$result = UrlHelper::fetch('https://www.example.com');
 		$this->assertEquals(200, UrlHelper::$fetch_last_error_code);
 		$this->assertEquals('Hello, World', $result);
+		$mock->reset();
 
 		foreach (['ftp://ftp.example.com', 'http://127.0.0.1', 'blah', '', 42, null] as $url) {
 			$result = UrlHelper::fetch($url);
@@ -83,24 +84,25 @@ final class UrlHelperTest extends TestCase {
 		$mock->append(new Response(200, ['Content-Length' => (string) PHP_INT_MAX]));
 		$result = UrlHelper::fetch('https://www.example.com/very-large-content-length');
 		$this->assertFalse($result);
+		$mock->reset();
 
 		$mock->append(new Response(301, ['Location' => 'https://www.example.com']));
 		$result = UrlHelper::fetch(['url' => 'https://example.com', 'followlocation' => false]);
 		$this->assertFalse($result);
+		$mock->reset();
 
-		$mock->append(
-			new Response(301, ['Location' => 'http://127.0.0.1']),
-			new Response(200, [], 'Hello, World'),
-		);
+		$mock->append(new Response(301, ['Location' => 'http://127.0.0.1']));
 		$result = UrlHelper::fetch(['url' => 'https://example.com', 'followlocation' => true]);
 		$this->assertFalse($result);
-		$this->assertEquals('URL received after redirection failed extended validation.', UrlHelper::$fetch_last_error);
+		$this->assertMatchesRegularExpression('%failed extended validation%', UrlHelper::$fetch_last_error);
 		$this->assertEquals('http://127.0.0.1', UrlHelper::$fetch_effective_url);
+		$mock->reset();
 
 		$mock->append(new Response(200, [], ''));
 		$result = UrlHelper::fetch('https://www.example.com');
 		$this->assertFalse($result);
 		$this->assertEquals('Successful response, but no content was received.', UrlHelper::$fetch_last_error);
+		$mock->reset();
 
 		// Fake a 403 for basic auth and success with `CURLAUTH_ANY` in the retry attempt
 		$mock->append(
@@ -116,5 +118,6 @@ final class UrlHelperTest extends TestCase {
 		$this->assertEquals(200, UrlHelper::$fetch_last_error_code);
 		$this->assertEquals('Hello, World', $result);
 		$this->assertEquals($mock->getLastOptions()['curl'][\CURLOPT_HTTPAUTH], \CURLAUTH_ANY);
+		$mock->reset();
 	}
 }