diff --git a/src/libraries/Common/src/Interop/Unix/System.Net.Security.Native/Interop.NetSecurityNative.IsNtlmInstalled.cs b/src/libraries/Common/src/Interop/Unix/System.Net.Security.Native/Interop.NetSecurityNative.IsNtlmInstalled.cs
index b799ef433e8830..3834c80c46fab7 100644
--- a/src/libraries/Common/src/Interop/Unix/System.Net.Security.Native/Interop.NetSecurityNative.IsNtlmInstalled.cs
+++ b/src/libraries/Common/src/Interop/Unix/System.Net.Security.Native/Interop.NetSecurityNative.IsNtlmInstalled.cs
@@ -22,11 +22,13 @@ static NetSecurityNative()
 
         internal static class GssInitializer
         {
+            private const string GssApiLibraryName = "libgssapi_krb5.so.2";
+
             static GssInitializer()
             {
                 if (EnsureGssInitialized() != 0)
                 {
-                    throw new InvalidOperationException();
+                    throw new DllNotFoundException(GssApiLibraryName);
                 }
             }
 
diff --git a/src/libraries/System.Net.Security/src/System/Net/NegotiateAuthenticationPal.Unix.cs b/src/libraries/System.Net.Security/src/System/Net/NegotiateAuthenticationPal.Unix.cs
index 475483944f84a3..45b928cf72180c 100644
--- a/src/libraries/System.Net.Security/src/System/Net/NegotiateAuthenticationPal.Unix.cs
+++ b/src/libraries/System.Net.Security/src/System/Net/NegotiateAuthenticationPal.Unix.cs
@@ -55,6 +55,12 @@ public static NegotiateAuthenticationPal Create(NegotiateAuthenticationClientOpt
                 // GSSAPI shim may not be available on some platforms (Linux Bionic)
                 return new UnsupportedNegotiateAuthenticationPal(clientOptions);
             }
+            catch (TypeInitializationException tie) when (tie.InnerException is DllNotFoundException)
+            {
+                // GSSAPI native library (e.g. libgssapi_krb5) may not be available on the system
+                if (NetEventSource.Log.IsEnabled()) NetEventSource.Error(null, tie.InnerException);
+                return new UnsupportedNegotiateAuthenticationPal(clientOptions);
+            }
         }
 
         public static NegotiateAuthenticationPal Create(NegotiateAuthenticationServerOptions serverOptions)
@@ -78,6 +84,12 @@ public static NegotiateAuthenticationPal Create(NegotiateAuthenticationServerOpt
                 // GSSAPI shim may not be available on some platforms (Linux Bionic)
                 return new UnsupportedNegotiateAuthenticationPal(serverOptions);
             }
+            catch (TypeInitializationException tie) when (tie.InnerException is DllNotFoundException)
+            {
+                // GSSAPI native library (e.g. libgssapi_krb5) may not be available on the system
+                if (NetEventSource.Log.IsEnabled()) NetEventSource.Error(null, tie.InnerException);
+                return new UnsupportedNegotiateAuthenticationPal(serverOptions);
+            }
         }
 
         internal sealed class UnixNegotiateAuthenticationPal : NegotiateAuthenticationPal
@@ -774,6 +786,8 @@ public static bool CheckHasSystemNetSecurityNative()
             }
             catch (Exception e) when (e is EntryPointNotFoundException || e is DllNotFoundException || e is TypeInitializationException)
             {
+                Exception logException = e is TypeInitializationException tie ? tie.InnerException ?? e : e;
+                if (NetEventSource.Log.IsEnabled()) NetEventSource.Error(null, logException);
                 // libSystem.Net.Security.Native is not available
                 return false;
             }
diff --git a/src/native/libs/System.Net.Security.Native/pal_gssapi.c b/src/native/libs/System.Net.Security.Native/pal_gssapi.c
index 9be66b8a7566c2..e0779820bc1f1a 100644
--- a/src/native/libs/System.Net.Security.Native/pal_gssapi.c
+++ b/src/native/libs/System.Net.Security.Native/pal_gssapi.c
@@ -122,7 +122,7 @@ static void* volatile s_gssLib = NULL;
 static int32_t ensure_gss_shim_initialized(void)
 {
     void* lib = dlopen(gss_lib_name, RTLD_LAZY);
-    if (lib == NULL) { fprintf(stderr, "Cannot load library %s \nError: %s\n", gss_lib_name, dlerror()); return -1; }
+    if (lib == NULL) { return -1; }
 
     // check is someone else has opened and published s_gssLib already
     if (!pal_atomic_cas_ptr(&s_gssLib, lib, NULL))