diff --git a/.azure-pipelines/ultimate-pipeline.yml b/.azure-pipelines/ultimate-pipeline.yml
index 945d5ba7f19e..3320945bebdb 100644
--- a/.azure-pipelines/ultimate-pipeline.yml
+++ b/.azure-pipelines/ultimate-pipeline.yml
@@ -947,7 +947,7 @@ stages:
     timeoutInMinutes: 60 #default value
     dependsOn: [ ]
     pool:
-      vmImage: macos-13
+      vmImage: macos-14
     steps:
     - template: steps/clone-repo.yml
       parameters:
@@ -967,7 +967,7 @@ stages:
     timeoutInMinutes: 60 #default value
     dependsOn: [ ]
     pool:
-      vmImage: macos-13
+      vmImage: macos-14
     steps:
     - template: steps/clone-repo.yml
       parameters:
@@ -992,7 +992,7 @@ stages:
     timeoutInMinutes: 60 #default value
     dependsOn: [native_tracer, native_loader_and_managed ]
     pool:
-      vmImage: macos-13
+      vmImage: macos-14
     steps:
     - checkout: none
 
@@ -1288,7 +1288,7 @@ stages:
     timeoutInMinutes: 60 #default value
     dependsOn: [ ]
     pool:
-      vmImage: macos-13
+      vmImage: macos-14
     steps:
       - template: steps/clone-repo.yml
         parameters:
@@ -1363,7 +1363,7 @@ stages:
         $[stageDependencies.generate_variables.generate_variables_job.outputs['generate_variables_step.unit_tests_macos_matrix'] ]
     timeoutInMinutes: 90
     pool:
-      vmImage: macos-13
+      vmImage: macos-14
     steps:
       - template: steps/clone-repo.yml
         parameters:
@@ -1619,7 +1619,7 @@ stages:
     - job: macos
       timeoutInMinutes: 60 #default value
       pool:
-        vmImage: macos-13
+        vmImage: macos-14
       steps:
         - template: steps/clone-repo.yml
           parameters:
@@ -1979,7 +1979,7 @@ stages:
     timeoutInMinutes: 60 #default value
     dependsOn: [ ]
     pool:
-      vmImage: macos-13
+      vmImage: macos-14
     steps:
     - template: steps/clone-repo.yml
       parameters:
diff --git a/tracer/build/_build/Build.VariableGenerations.cs b/tracer/build/_build/Build.VariableGenerations.cs
index e971780b0f28..305057fb43e5 100644
--- a/tracer/build/_build/Build.VariableGenerations.cs
+++ b/tracer/build/_build/Build.VariableGenerations.cs
@@ -1782,16 +1782,13 @@ void GenerateMacosDotnetToolNugetSmokeTestsMatrix()
                 {
                     var images = new SmokeTestImage[]
                     {
-                        // macos-11/12 environments are no longer available in Azure Devops
-                        new (publishFramework: TargetFramework.NETCOREAPP3_1, "macos-13", "macos", "13"),
-                        new (publishFramework: TargetFramework.NET5_0, "macos-13", "macos", "13"),
-                        new (publishFramework: TargetFramework.NET6_0, "macos-13", "macos", "13"),
-                        new (publishFramework: TargetFramework.NET7_0, "macos-13", "macos", "13"),
-                        new (publishFramework: TargetFramework.NET8_0, "macos-13", "macos", "13"),
-                        new (publishFramework: TargetFramework.NET9_0, "macos-13", "macos", "13"),
+                        // macos-11/12/13 environments are no longer available in Azure Devops
                         new (publishFramework: TargetFramework.NETCOREAPP3_1, "macos-14", "macos", "14"),
+                        new (publishFramework: TargetFramework.NET5_0, "macos-14", "macos", "14"),
                         new (publishFramework: TargetFramework.NET6_0, "macos-14", "macos", "14"),
+                        new (publishFramework: TargetFramework.NET7_0, "macos-14", "macos", "14"),
                         new (publishFramework: TargetFramework.NET8_0, "macos-14", "macos", "14"),
+                        new (publishFramework: TargetFramework.NET9_0, "macos-14", "macos", "14"),
                         new (publishFramework: TargetFramework.NET10_0, "macos-14", "macos-14_net10.0", "14"),
                         new (publishFramework: TargetFramework.NET6_0, "macos-15", "macos", "15"),
                         new (publishFramework: TargetFramework.NET8_0, "macos-15", "macos", "15"),