diff --git a/noq-proto/proptest-regressions/tests/proptests.txt b/noq-proto/proptest-regressions/tests/proptests.txt
index 7bc939ff5..a5535ef77 100644
--- a/noq-proto/proptest-regressions/tests/proptests.txt
+++ b/noq-proto/proptest-regressions/tests/proptests.txt
@@ -32,3 +32,4 @@ cc 91184c7b6b718961d2dc03365f02098a18ac0035ca85b95654fbafa430d93664 # shrinks to
 cc ec5baef3027436b012a332a97d46814ed157f259337c3f651bbb7a3233bd9c7f # shrinks to input = _RandomInteractionWithMultipathSimpleRoutingArgs { seed: [121, 74, 209, 215, 123, 149, 7, 227, 67, 200, 91, 12, 216, 81, 208, 77, 83, 181, 39, 2, 207, 186, 233, 211, 254, 178, 230, 22, 100, 197, 215, 43], interactions: [Drive { side: Client }, ClosePath { side: Client, path_idx: 0, error_code: 0 }] }
 cc b1429b84bf576bb9000e8d0d6d53cff4c93efacf033c9df898aeb9856d1b03fe # shrinks to input = _RandomInteractionWithMultipathSimpleRoutingArgs { seed: [159, 14, 107, 252, 130, 4, 190, 131, 86, 208, 127, 29, 140, 30, 55, 65, 242, 192, 2, 158, 40, 51, 110, 116, 46, 139, 156, 165, 64, 109, 33, 62], interactions: [PassiveMigration { side: Server, addr_idx: 0 }, OpenPath { side: Client, status: Available, addr_idx: 0 }] }
 cc 4f717acb71d562f33601dfc8c7fbcca89b13c8259676a20ffc764a92e3ea07a1 # shrinks to input = _RandomInteractionWithMultipathComplexRoutingArgs { seed: [84, 97, 201, 172, 244, 139, 252, 60, 222, 107, 135, 245, 103, 45, 188, 138, 26, 198, 1, 97, 144, 22, 42, 228, 19, 154, 45, 135, 222, 137, 231, 16], interactions: [PassiveMigration { side: Server, addr_idx: 0 }, OpenPath { side: Client, status: Available, addr_idx: 0 }, ClosePath { side: Client, path_idx: 0, error_code: 0 }, PathSetStatus { side: Server, path_idx: 0, status: Backup }], routes: RoutingTable { client_routes: [([::ffff:1.1.1.0]:44433, 0)], server_routes: [([::ffff:2.2.2.0]:4433, 0)] } }
+cc 9c8a45ade151832ae26ea86bb672ff78e0ea55444c6e7fd51db202f255b6f616
diff --git a/noq-proto/src/tests/proptests.rs b/noq-proto/src/tests/proptests.rs
index 5251b9de5..f4f84df1f 100644
--- a/noq-proto/src/tests/proptests.rs
+++ b/noq-proto/src/tests/proptests.rs
@@ -1201,3 +1201,65 @@ fn regression_qnt_revalidating_path_forever() {
         pair.server_conn_mut(server_ch)
     )));
 }
+
+#[test]
+fn regression_challenge_resend_loop() {
+    let prefix = "regression_challenge_resend_loop";
+    let setup = PairSetup {
+        seed: Seed::Zeroes,
+        extensions: Extensions::MultipathOnly,
+        routing_setup: RoutingSetup::Complex(RoutingTable::from_routes(
+            vec![("[::ffff:1.1.1.0]:44433".parse().unwrap(), 0)],
+            vec![
+                ("[::ffff:2.2.2.0]:4433".parse().unwrap(), 0),
+                ("[::ffff:2.2.2.1]:4433".parse().unwrap(), 0),
+            ],
+        )),
+    };
+    let interactions = vec![
+        TestOp::OpenPath {
+            side: Side::Client,
+            status: PathStatus::Available,
+            addr_idx: 0,
+        },
+        TestOp::Drive { side: Side::Client },
+        TestOp::OpenPath {
+            side: Side::Client,
+            status: PathStatus::Available,
+            addr_idx: 1,
+        },
+        TestOp::DropInbound { side: Side::Client },
+        TestOp::Drive { side: Side::Client },
+        TestOp::AdvanceTime,
+        TestOp::Drive { side: Side::Server },
+        TestOp::OpenPath {
+            side: Side::Client,
+            status: PathStatus::Available,
+            addr_idx: 1,
+        },
+        TestOp::OpenPath {
+            side: Side::Client,
+            status: PathStatus::Available,
+            addr_idx: 0,
+        },
+        TestOp::Drive { side: Side::Client },
+        TestOp::OpenPath {
+            side: Side::Client,
+            status: PathStatus::Available,
+            addr_idx: 1,
+        },
+        TestOp::AdvanceTime,
+    ];
+
+    let _guard = subscribe();
+    let (mut pair, client_config) = setup.run(prefix);
+    let (client_ch, server_ch) = run_random_interaction(&mut pair, interactions, client_config);
+
+    assert!(!pair.drive_bounded(1000), "connection never became idle");
+    assert!(allowed_error(poll_to_close(
+        pair.client_conn_mut(client_ch)
+    )));
+    assert!(allowed_error(poll_to_close(
+        pair.server_conn_mut(server_ch)
+    )));
+}