diff --git a/eclipse-distribution/org.springframework.boot.ide.product.e412/entitlements.plist b/eclipse-distribution/org.springframework.boot.ide.product.e412/entitlements.plist
new file mode 100644
index 000000000..6a297d495
--- /dev/null
+++ b/eclipse-distribution/org.springframework.boot.ide.product.e412/entitlements.plist
@@ -0,0 +1,18 @@
+<?xml version="1.0" encoding="UTF-8"?>
+<!DOCTYPE plist PUBLIC "-//Apple//DTD PLIST 1.0//EN" "https://www.apple.com/DTDs/PropertyList-1.0.dtd">
+<plist version="1.0">
+<dict>
+    <key>com.apple.security.cs.allow-jit</key>
+    <true/>
+    <key>com.apple.security.cs.allow-unsigned-executable-memory</key>
+    <true/>
+    <key>com.apple.security.cs.disable-executable-page-protection</key>
+    <true/>
+    <key>com.apple.security.cs.allow-dyld-environment-variables</key>
+    <true/>
+    <key>com.apple.security.cs.disable-library-validation</key>
+    <true/>
+    <key>com.apple.security.cs.debugger</key>
+    <true/>
+</dict>
+</plist>
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 43c7c07b2..1bd4379df 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 +143,8 @@
 
 								<exec executable="codesign" failonerror="true">
 									<arg value="--verbose"/>
+									<arg value="--entitlements"/>
+									<arg value="${project.build.directory}/../entitlements.plist"/>
 								    <arg value="--keychain"/>
 								    <arg value="${env.KEYCHAIN}"/>
 								    <arg value="-s"/>
diff --git a/eclipse-distribution/org.springframework.boot.ide.product.e414/entitlements.plist b/eclipse-distribution/org.springframework.boot.ide.product.e414/entitlements.plist
new file mode 100644
index 000000000..6a297d495
--- /dev/null
+++ b/eclipse-distribution/org.springframework.boot.ide.product.e414/entitlements.plist
@@ -0,0 +1,18 @@
+<?xml version="1.0" encoding="UTF-8"?>
+<!DOCTYPE plist PUBLIC "-//Apple//DTD PLIST 1.0//EN" "https://www.apple.com/DTDs/PropertyList-1.0.dtd">
+<plist version="1.0">
+<dict>
+    <key>com.apple.security.cs.allow-jit</key>
+    <true/>
+    <key>com.apple.security.cs.allow-unsigned-executable-memory</key>
+    <true/>
+    <key>com.apple.security.cs.disable-executable-page-protection</key>
+    <true/>
+    <key>com.apple.security.cs.allow-dyld-environment-variables</key>
+    <true/>
+    <key>com.apple.security.cs.disable-library-validation</key>
+    <true/>
+    <key>com.apple.security.cs.debugger</key>
+    <true/>
+</dict>
+</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 183f36ef3..dc20456a0 100644
--- a/eclipse-distribution/org.springframework.boot.ide.product.e414/pom.xml
+++ b/eclipse-distribution/org.springframework.boot.ide.product.e414/pom.xml
@@ -144,6 +144,8 @@
 								<exec executable="codesign" failonerror="true">
 									<arg value="--verbose"/>
 									<arg value="--force"/>
+									<arg value="--entitlements"/>
+									<arg value="${project.build.directory}/../entitlements.plist"/>
 								    <arg value="--keychain"/>
 								    <arg value="${env.KEYCHAIN}"/>
 								    <arg value="-s"/>