Pause before connecting over Boundary tunnels

changelog.md

@@ -1,3 +1,11 @@
+2.13.1 (2026/08/11)
+==============
+
+Bugfixes
+---------
+* Pause before connecting over Boundary tunnels, to avoid SSL errors.
+
+
 2.13.0 (2026/08/11)
 ==============
 

mycli/boundary_tunnel.py

@@ -15,6 +15,8 @@
 
 from mycli.compat import WIN
 
+TUNNEL_STABILIZATION_PAUSE = 0.25
+
 
 class BoundaryTunnelError(RuntimeError):
     pass
@@ -146,6 +148,9 @@ def start(self, *, show_expiration_warning: bool = True) -> None:
             self._raise_if_failed()
             if self._is_listening():
                 self._ready.set()
+                # todo: if this works to ward off SSL errors at connection time,
+                # try making the pause as small as possible
+                time.sleep(TUNNEL_STABILIZATION_PAUSE)
                 return
             time.sleep(0.05)
         self.close()

test/pytests/test_boundary_tunnel.py

@@ -12,7 +12,11 @@
 import pytest
 
 from mycli import boundary_tunnel
-from mycli.boundary_tunnel import BoundaryTunnel, BoundaryTunnelError
+from mycli.boundary_tunnel import (
+    TUNNEL_STABILIZATION_PAUSE,
+    BoundaryTunnel,
+    BoundaryTunnelError,
+)
 
 CONNECTION_DETAILS = (
     '{"address":"127.0.0.1","credentials":[{"secret":{"decoded":{"username":"1234","password":"5678"}}}],'
@@ -478,6 +482,7 @@ def fake_read_stdout() -> None:
     monkeypatch.setattr(tunnel, '_read_stdout', fake_read_stdout)
     checks = iter([False, True])
     monkeypatch.setattr(tunnel, '_is_listening', lambda: next(checks))
+    monkeypatch.setattr(boundary_tunnel.time, 'sleep', lambda _seconds: None)
 
     tunnel.start()
 
@@ -504,6 +509,7 @@ def fake_run() -> None:
     monkeypatch.setattr(tunnel, '_authenticate_if_needed', fake_authenticate)
     monkeypatch.setattr(tunnel, '_run', fake_run)
     monkeypatch.setattr(tunnel, '_is_listening', lambda: True)
+    monkeypatch.setattr(boundary_tunnel.time, 'sleep', lambda _seconds: None)
 
     tunnel.start()
 
@@ -526,7 +532,7 @@ def fake_sleep(seconds: float) -> None:
 
     tunnel.start()
 
-    assert sleeps == [0.05]
+    assert sleeps == [0.05, TUNNEL_STABILIZATION_PAUSE]
 
 
 def test_boundary_tunnel_start_reports_cli_status_code(monkeypatch: pytest.MonkeyPatch) -> None: