diff --git a/src/KubernetesClient/Kubernetes.ConfigInit.cs b/src/KubernetesClient/Kubernetes.ConfigInit.cs
index 1e12d761..fa9ee76d 100644
--- a/src/KubernetesClient/Kubernetes.ConfigInit.cs
+++ b/src/KubernetesClient/Kubernetes.ConfigInit.cs
@@ -203,13 +203,11 @@ public static bool CertificateValidationCallBack(
 
                 var isTrusted = false;
 
-                var rootCert = chain.ChainElements[chain.ChainElements.Count - 1].Certificate;
-
                 // Make sure that one of our trusted certs exists in the chain provided by the server.
                 //
                 foreach (var cert in caCerts)
                 {
-                    if (rootCert.RawData.SequenceEqual(cert.RawData))
+                    if (chain.Build(cert))
                     {
                         isTrusted = true;
                         break;
diff --git a/tests/KubernetesClient.Tests/CertificateValidationTests.cs b/tests/KubernetesClient.Tests/CertificateValidationTests.cs
index 67763833..f0827b7a 100644
--- a/tests/KubernetesClient.Tests/CertificateValidationTests.cs
+++ b/tests/KubernetesClient.Tests/CertificateValidationTests.cs
@@ -60,5 +60,32 @@ public void InvalidBundleCert()
 
             Assert.False(result);
         }
+
+        [Fact]
+        public void ValidBundleWithMultipleCerts()
+        {
+            var caCert = CertUtils.LoadPemFileCert("assets/ca-bundle-correct.crt");
+
+            var testCert = caCert[0];
+            var chain = new X509Chain();
+            var errors = SslPolicyErrors.RemoteCertificateChainErrors;
+
+            var result = Kubernetes.CertificateValidationCallBack(this, caCert, testCert, chain, errors);
+
+            Assert.True(result);
+        }
+
+        [Fact]
+        public void InvalidBundleWithMultipleCerts()
+        {
+            var caCert = CertUtils.LoadPemFileCert("assets/ca-bundle-incorrect.crt");
+            var testCert = caCert[0];
+            var chain = new X509Chain();
+            var errors = SslPolicyErrors.RemoteCertificateChainErrors;
+
+            var result = Kubernetes.CertificateValidationCallBack(this, caCert, testCert, chain, errors);
+
+            Assert.False(result);
+        }
     }
 }
diff --git a/tests/KubernetesClient.Tests/assets/ca-bundle-correct.crt b/tests/KubernetesClient.Tests/assets/ca-bundle-correct.crt
new file mode 100644
index 00000000..9e3bb8ab
--- /dev/null
+++ b/tests/KubernetesClient.Tests/assets/ca-bundle-correct.crt
@@ -0,0 +1,56 @@
+-----BEGIN CERTIFICATE-----
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+-----END CERTIFICATE-----
+-----BEGIN CERTIFICATE-----
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+-----BEGIN CERTIFICATE-----
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+-----END CERTIFICATE-----
diff --git a/tests/KubernetesClient.Tests/assets/ca-bundle-incorrect.crt b/tests/KubernetesClient.Tests/assets/ca-bundle-incorrect.crt
new file mode 100644
index 00000000..0f48b6c8
--- /dev/null
+++ b/tests/KubernetesClient.Tests/assets/ca-bundle-incorrect.crt
@@ -0,0 +1,56 @@
+-----BEGIN CERTIFICATE-----
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+-----END CERTIFICATE-----
+-----BEGIN CERTIFICATE-----
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+-----BEGIN CERTIFICATE-----
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+-----END CERTIFICATE-----