diff --git a/src/Renci.SshNet.Tests/Classes/Connection/DirectConnectorTest_Connect_ConnectionRefusedByServer.cs b/src/Renci.SshNet.Tests/Classes/Connection/DirectConnectorTest_Connect_ConnectionRefusedByServer.cs
index 40fd93b5..0583729a 100644
--- a/src/Renci.SshNet.Tests/Classes/Connection/DirectConnectorTest_Connect_ConnectionRefusedByServer.cs
+++ b/src/Renci.SshNet.Tests/Classes/Connection/DirectConnectorTest_Connect_ConnectionRefusedByServer.cs
@@ -77,7 +77,8 @@ namespace Renci.SshNet.Tests.Classes.Connection
                                           _stopWatch.ElapsedMilliseconds,
                                           _connectionInfo.Timeout.TotalMilliseconds);
 
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds, errorText);
+            // Compare elapsed time with configured timeout, allowing for a margin of error
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds + 100, errorText);
         }
 
         [TestMethod]
diff --git a/src/Renci.SshNet.Tests/Classes/Connection/DirectConnectorTest_Connect_ConnectionSucceeded.cs b/src/Renci.SshNet.Tests/Classes/Connection/DirectConnectorTest_Connect_ConnectionSucceeded.cs
index 5741c186..d2abc774 100644
--- a/src/Renci.SshNet.Tests/Classes/Connection/DirectConnectorTest_Connect_ConnectionSucceeded.cs
+++ b/src/Renci.SshNet.Tests/Classes/Connection/DirectConnectorTest_Connect_ConnectionSucceeded.cs
@@ -88,7 +88,8 @@ namespace Renci.SshNet.Tests.Classes.Connection
                                           _stopWatch.ElapsedMilliseconds,
                                           _connectionInfo.Timeout.TotalMilliseconds);
 
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < (_connectionInfo.Timeout.TotalMilliseconds + 100), errorText);
+            // Compare elapsed time with configured timeout, allowing for a margin of error
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds + 100, errorText);
         }
 
         [TestMethod]
diff --git a/src/Renci.SshNet.Tests/Classes/Connection/DirectConnectorTest_Connect_TimeoutConnectingToServer.cs b/src/Renci.SshNet.Tests/Classes/Connection/DirectConnectorTest_Connect_TimeoutConnectingToServer.cs
index b8e4246a..44cfe62c 100644
--- a/src/Renci.SshNet.Tests/Classes/Connection/DirectConnectorTest_Connect_TimeoutConnectingToServer.cs
+++ b/src/Renci.SshNet.Tests/Classes/Connection/DirectConnectorTest_Connect_TimeoutConnectingToServer.cs
@@ -81,8 +81,9 @@ namespace Renci.SshNet.Tests.Classes.Connection
                                           _stopWatch.ElapsedMilliseconds,
                                           _connectionInfo.Timeout.TotalMilliseconds);
 
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds, errorText);
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < (_connectionInfo.Timeout.TotalMilliseconds + 100), errorText);
+            // Compare elapsed time with configured timeout, allowing for a margin of error
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds - 10, errorText);
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds + 100, errorText);
         }
 
         [TestMethod]
diff --git a/src/Renci.SshNet.Tests/Classes/Connection/HttpConnectorTest_Connect_ConnectionToProxyRefused.cs b/src/Renci.SshNet.Tests/Classes/Connection/HttpConnectorTest_Connect_ConnectionToProxyRefused.cs
index 5c790b4c..e507b92b 100644
--- a/src/Renci.SshNet.Tests/Classes/Connection/HttpConnectorTest_Connect_ConnectionToProxyRefused.cs
+++ b/src/Renci.SshNet.Tests/Classes/Connection/HttpConnectorTest_Connect_ConnectionToProxyRefused.cs
@@ -85,7 +85,8 @@ namespace Renci.SshNet.Tests.Classes.Connection
                                           _stopWatch.ElapsedMilliseconds,
                                           _connectionInfo.Timeout.TotalMilliseconds);
 
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds, errorText);
+            // Compare elapsed time with configured timeout, allowing for a margin of error
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds + 100, errorText);
         }
 
         [TestMethod]
diff --git a/src/Renci.SshNet.Tests/Classes/Connection/HttpConnectorTest_Connect_TimeoutConnectingToProxy.cs b/src/Renci.SshNet.Tests/Classes/Connection/HttpConnectorTest_Connect_TimeoutConnectingToProxy.cs
index 1a65fec1..61e35cf3 100644
--- a/src/Renci.SshNet.Tests/Classes/Connection/HttpConnectorTest_Connect_TimeoutConnectingToProxy.cs
+++ b/src/Renci.SshNet.Tests/Classes/Connection/HttpConnectorTest_Connect_TimeoutConnectingToProxy.cs
@@ -88,8 +88,9 @@ namespace Renci.SshNet.Tests.Classes.Connection
                                           _stopWatch.ElapsedMilliseconds,
                                           _connectionInfo.Timeout.TotalMilliseconds);
 
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds, errorText);
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < (_connectionInfo.Timeout.TotalMilliseconds + 100), errorText);
+            // Compare elapsed time with configured timeout, allowing for a margin of error
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds - 10, errorText);
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds + 100, errorText);
         }
 
         [TestMethod]
diff --git a/src/Renci.SshNet.Tests/Classes/Connection/HttpConnectorTest_Connect_TimeoutReadingHttpContent.cs b/src/Renci.SshNet.Tests/Classes/Connection/HttpConnectorTest_Connect_TimeoutReadingHttpContent.cs
index 29ea435d..b1c24fc6 100644
--- a/src/Renci.SshNet.Tests/Classes/Connection/HttpConnectorTest_Connect_TimeoutReadingHttpContent.cs
+++ b/src/Renci.SshNet.Tests/Classes/Connection/HttpConnectorTest_Connect_TimeoutReadingHttpContent.cs
@@ -135,8 +135,9 @@ namespace Renci.SshNet.Tests.Classes.Connection
                                           _stopWatch.ElapsedMilliseconds,
                                           _connectionInfo.Timeout.TotalMilliseconds);
 
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds, errorText);
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < (_connectionInfo.Timeout.TotalMilliseconds + 100), errorText);
+            // Compare elapsed time with configured timeout, allowing for a margin of error
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds - 10, errorText);
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds + 100, errorText);
         }
 
         [TestMethod]
diff --git a/src/Renci.SshNet.Tests/Classes/Connection/HttpConnectorTest_Connect_TimeoutReadingStatusLine.cs b/src/Renci.SshNet.Tests/Classes/Connection/HttpConnectorTest_Connect_TimeoutReadingStatusLine.cs
index 254262ba..b4d77ec5 100644
--- a/src/Renci.SshNet.Tests/Classes/Connection/HttpConnectorTest_Connect_TimeoutReadingStatusLine.cs
+++ b/src/Renci.SshNet.Tests/Classes/Connection/HttpConnectorTest_Connect_TimeoutReadingStatusLine.cs
@@ -105,8 +105,9 @@ namespace Renci.SshNet.Tests.Classes.Connection
                                           _stopWatch.ElapsedMilliseconds,
                                           _connectionInfo.Timeout.TotalMilliseconds);
 
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds, errorText);
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < (_connectionInfo.Timeout.TotalMilliseconds + 100), errorText);
+            // Compare elapsed time with configured timeout, allowing for a margin of error
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds - 10, errorText);
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds + 100, errorText);
         }
 
         [TestMethod]
diff --git a/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_ConnectionToProxyRefused.cs b/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_ConnectionToProxyRefused.cs
index 85f2f669..176a5a57 100644
--- a/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_ConnectionToProxyRefused.cs
+++ b/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_ConnectionToProxyRefused.cs
@@ -76,7 +76,8 @@ namespace Renci.SshNet.Tests.Classes.Connection
                                           _stopWatch.ElapsedMilliseconds,
                                           _connectionInfo.Timeout.TotalMilliseconds);
 
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds, errorText);
+            // Compare elapsed time with configured timeout, allowing for a margin of error
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds + 100, errorText);
         }
 
         [TestMethod]
diff --git a/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_TimeoutConnectingToProxy.cs b/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_TimeoutConnectingToProxy.cs
index 4ce1560b..7c7ad08f 100644
--- a/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_TimeoutConnectingToProxy.cs
+++ b/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_TimeoutConnectingToProxy.cs
@@ -78,8 +78,9 @@ namespace Renci.SshNet.Tests.Classes.Connection
                                           _stopWatch.ElapsedMilliseconds,
                                           _connectionInfo.Timeout.TotalMilliseconds);
 
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds, errorText);
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < (_connectionInfo.Timeout.TotalMilliseconds + 100), errorText);
+            // Compare elapsed time with configured timeout, allowing for a margin of error
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds - 10, errorText);
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds + 100, errorText);
         }
 
         [TestMethod]
diff --git a/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_TimeoutReadingDestinationAddress.cs b/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_TimeoutReadingDestinationAddress.cs
index 92840220..df8cc365 100644
--- a/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_TimeoutReadingDestinationAddress.cs
+++ b/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_TimeoutReadingDestinationAddress.cs
@@ -109,8 +109,9 @@ namespace Renci.SshNet.Tests.Classes.Connection
                                           _stopWatch.ElapsedMilliseconds,
                                           _connectionInfo.Timeout.TotalMilliseconds);
 
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds, errorText);
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < (_connectionInfo.Timeout.TotalMilliseconds + 100), errorText);
+            // Compare elapsed time with configured timeout, allowing for a margin of error
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds - 10, errorText);
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds + 100, errorText);
         }
 
         [TestMethod]
diff --git a/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_TimeoutReadingReplyCode.cs b/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_TimeoutReadingReplyCode.cs
index bbc724ac..501ff8fc 100644
--- a/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_TimeoutReadingReplyCode.cs
+++ b/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_TimeoutReadingReplyCode.cs
@@ -105,8 +105,9 @@ namespace Renci.SshNet.Tests.Classes.Connection
                                           _stopWatch.ElapsedMilliseconds,
                                           _connectionInfo.Timeout.TotalMilliseconds);
 
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds, errorText);
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < (_connectionInfo.Timeout.TotalMilliseconds + 100), errorText);
+            // Compare elapsed time with configured timeout, allowing for a margin of error
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds - 10, errorText);
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds + 100, errorText);
         }
 
         [TestMethod]
diff --git a/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_TimeoutReadingReplyVersion.cs b/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_TimeoutReadingReplyVersion.cs
index d2fcf5c1..679d213a 100644
--- a/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_TimeoutReadingReplyVersion.cs
+++ b/src/Renci.SshNet.Tests/Classes/Connection/Socks4ConnectorTest_Connect_TimeoutReadingReplyVersion.cs
@@ -97,8 +97,9 @@ namespace Renci.SshNet.Tests.Classes.Connection
                                           _stopWatch.ElapsedMilliseconds,
                                           _connectionInfo.Timeout.TotalMilliseconds);
 
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds, errorText);
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < (_connectionInfo.Timeout.TotalMilliseconds + 100), errorText);
+            // Compare elapsed time with configured timeout, allowing for a margin of error
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds - 10, errorText);
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds + 100, errorText);
         }
 
         [TestMethod]
diff --git a/src/Renci.SshNet.Tests/Classes/Connection/Socks5ConnectorTest_Connect_ConnectionToProxyRefused.cs b/src/Renci.SshNet.Tests/Classes/Connection/Socks5ConnectorTest_Connect_ConnectionToProxyRefused.cs
index 997c18a1..82e195fb 100644
--- a/src/Renci.SshNet.Tests/Classes/Connection/Socks5ConnectorTest_Connect_ConnectionToProxyRefused.cs
+++ b/src/Renci.SshNet.Tests/Classes/Connection/Socks5ConnectorTest_Connect_ConnectionToProxyRefused.cs
@@ -77,7 +77,8 @@ namespace Renci.SshNet.Tests.Classes.Connection
                                           _stopWatch.ElapsedMilliseconds,
                                           _connectionInfo.Timeout.TotalMilliseconds);
 
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds, errorText);
+            // Compare elapsed time with configured timeout, allowing for a margin of error
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds + 100, errorText);
         }
 
         [TestMethod]
diff --git a/src/Renci.SshNet.Tests/Classes/Connection/Socks5ConnectorTest_Connect_TimeoutConnectingToProxy.cs b/src/Renci.SshNet.Tests/Classes/Connection/Socks5ConnectorTest_Connect_TimeoutConnectingToProxy.cs
index 4ac547b9..e93d8dc5 100644
--- a/src/Renci.SshNet.Tests/Classes/Connection/Socks5ConnectorTest_Connect_TimeoutConnectingToProxy.cs
+++ b/src/Renci.SshNet.Tests/Classes/Connection/Socks5ConnectorTest_Connect_TimeoutConnectingToProxy.cs
@@ -80,8 +80,9 @@ namespace Renci.SshNet.Tests.Classes.Connection
                                           _stopWatch.ElapsedMilliseconds,
                                           _connectionInfo.Timeout.TotalMilliseconds);
 
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds, errorText);
-            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < (_connectionInfo.Timeout.TotalMilliseconds + 100), errorText);
+            // Compare elapsed time with configured timeout, allowing for a margin of error
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds >= _connectionInfo.Timeout.TotalMilliseconds - 10, errorText);
+            Assert.IsTrue(_stopWatch.ElapsedMilliseconds < _connectionInfo.Timeout.TotalMilliseconds + 100, errorText);
         }
 
         [TestMethod]