diff --git a/eclipse-distribution/org.springframework.boot.ide.product.e412/pom.xml b/eclipse-distribution/org.springframework.boot.ide.product.e412/pom.xml
index 1bd4379df..0b4de02d0 100644
--- a/eclipse-distribution/org.springframework.boot.ide.product.e412/pom.xml
+++ b/eclipse-distribution/org.springframework.boot.ide.product.e412/pom.xml
@@ -143,6 +143,10 @@
 
 								<exec executable="codesign" failonerror="true">
 									<arg value="--verbose"/>
+									<arg value="--options"/>
+									<arg value="runtime"/>
+									<arg value="--deep"/>
+									<arg value="--force"/>
 									<arg value="--entitlements"/>
 									<arg value="${project.build.directory}/../entitlements.plist"/>
 								    <arg value="--keychain"/>
diff --git a/eclipse-distribution/org.springframework.boot.ide.product.e413/pom.xml b/eclipse-distribution/org.springframework.boot.ide.product.e413/pom.xml
index dc20456a0..0b4de02d0 100644
--- a/eclipse-distribution/org.springframework.boot.ide.product.e413/pom.xml
+++ b/eclipse-distribution/org.springframework.boot.ide.product.e413/pom.xml
@@ -143,6 +143,9 @@
 
 								<exec executable="codesign" failonerror="true">
 									<arg value="--verbose"/>
+									<arg value="--options"/>
+									<arg value="runtime"/>
+									<arg value="--deep"/>
 									<arg value="--force"/>
 									<arg value="--entitlements"/>
 									<arg value="${project.build.directory}/../entitlements.plist"/>
diff --git a/eclipse-distribution/org.springframework.boot.ide.product.e414/pom.xml b/eclipse-distribution/org.springframework.boot.ide.product.e414/pom.xml
index dc20456a0..0b4de02d0 100644
--- a/eclipse-distribution/org.springframework.boot.ide.product.e414/pom.xml
+++ b/eclipse-distribution/org.springframework.boot.ide.product.e414/pom.xml
@@ -143,6 +143,9 @@
 
 								<exec executable="codesign" failonerror="true">
 									<arg value="--verbose"/>
+									<arg value="--options"/>
+									<arg value="runtime"/>
+									<arg value="--deep"/>
 									<arg value="--force"/>
 									<arg value="--entitlements"/>
 									<arg value="${project.build.directory}/../entitlements.plist"/>