diff --git a/services/.dockerignore b/services/.dockerignore
index 9b60934b2..d53ade355 100644
--- a/services/.dockerignore
+++ b/services/.dockerignore
@@ -31,4 +31,5 @@ README.md
 **/azure-pipelines*.yaml
 **/*.sln
 **/*.sln.DotSettings
+directory/src/FilterLists.Directory.Api/appsettings.Development.json
 directory/data/*
\ No newline at end of file
diff --git a/services/directory/azure-pipelines.api.yaml b/services/directory/azure-pipelines.api.yaml
index 698595700..5b4a24b2a 100644
--- a/services/directory/azure-pipelines.api.yaml
+++ b/services/directory/azure-pipelines.api.yaml
@@ -14,6 +14,7 @@ trigger:
         docker-compose.yml,
         docker-compose.prod.yml,
         .env.directory,
+        .dockerignore,
       ]
 
 pr:
@@ -32,6 +33,7 @@ pr:
         docker-compose.yml,
         docker-compose.prod.yml,
         .env.directory,
+        .dockerignore,
       ]
 
 pool:
diff --git a/web/azure-pipelines.yaml b/web/azure-pipelines.yaml
index 5d1033b49..c0b511da6 100644
--- a/web/azure-pipelines.yaml
+++ b/web/azure-pipelines.yaml
@@ -3,14 +3,14 @@ trigger:
   branches:
     include: [master]
   paths:
-    include: [web/*, docker-compose.yml, docker-compose.prod.yml]
+    include: [web/*, docker-compose.yml, docker-compose.prod.yml, .dockerignore]
 
 pr:
   autoCancel: false
   branches:
     include: [master]
   paths:
-    include: [web/*, docker-compose.yml, docker-compose.prod.yml]
+    include: [web/*, docker-compose.yml, docker-compose.prod.yml, .dockerignore]
 
 pool:
   vmImage: ubuntu-latest