diff --git a/src/catalog/backends/common/src/main/java/org/geoserver/cloud/autoconfigure/geotools/GeoToolsStaticContextInitializer.java b/src/catalog/backends/common/src/main/java/org/geoserver/cloud/autoconfigure/geotools/GeoToolsStaticContextInitializer.java
index c3a3fd5fe..d93fc4290 100644
--- a/src/catalog/backends/common/src/main/java/org/geoserver/cloud/autoconfigure/geotools/GeoToolsStaticContextInitializer.java
+++ b/src/catalog/backends/common/src/main/java/org/geoserver/cloud/autoconfigure/geotools/GeoToolsStaticContextInitializer.java
@@ -7,6 +7,7 @@
 import org.geoserver.GeoserverInitStartupListener;
 import org.springframework.context.ApplicationContextInitializer;
 import org.springframework.context.ConfigurableApplicationContext;
+import org.springframework.web.context.support.GenericWebApplicationContext;
 
 /**
  * {@link ApplicationContextInitializer} replacing upstream's {@link GeoserverInitStartupListener},
@@ -22,6 +23,10 @@ public class GeoToolsStaticContextInitializer
 
     @Override
     public void initialize(ConfigurableApplicationContext applicationContext) {
+        // run once for the webapp context, ignore the actuator context
+        if (!(applicationContext instanceof GenericWebApplicationContext)) {
+            return;
+        }
         System.setProperty("org.geotools.referencing.forceXY", "true");
 
         Boolean useEnvAwareHttpClient =
diff --git a/src/catalog/backends/common/src/test/java/org/geoserver/cloud/autoconfigure/geotools/GeoToolsHttpClientAutoConfigurationTest.java b/src/catalog/backends/common/src/test/java/org/geoserver/cloud/autoconfigure/geotools/GeoToolsHttpClientAutoConfigurationTest.java
index 0d127ffa6..88a169ef5 100644
--- a/src/catalog/backends/common/src/test/java/org/geoserver/cloud/autoconfigure/geotools/GeoToolsHttpClientAutoConfigurationTest.java
+++ b/src/catalog/backends/common/src/test/java/org/geoserver/cloud/autoconfigure/geotools/GeoToolsHttpClientAutoConfigurationTest.java
@@ -5,20 +5,20 @@
 package org.geoserver.cloud.autoconfigure.geotools;
 
 import static org.assertj.core.api.Assertions.assertThat;
-import static org.junit.jupiter.api.Assertions.*;
+import static org.junit.jupiter.api.Assertions.assertNull;
 
 import org.junit.jupiter.api.BeforeEach;
 import org.junit.jupiter.api.Test;
 import org.springframework.boot.autoconfigure.AutoConfigurations;
-import org.springframework.boot.test.context.runner.ApplicationContextRunner;
+import org.springframework.boot.test.context.runner.WebApplicationContextRunner;
 
 /**
  * @since 1.0
  */
 class GeoToolsHttpClientAutoConfigurationTest {
 
-    private ApplicationContextRunner runner =
-            new ApplicationContextRunner() //
+    private WebApplicationContextRunner runner =
+            new WebApplicationContextRunner() //
                     .withInitializer(new GeoToolsStaticContextInitializer()) //
                     .withConfiguration(
                             AutoConfigurations.of(GeoToolsHttpClientAutoConfiguration.class));
diff --git a/src/library/spring-boot-simplejndi/src/main/java/org/geoserver/cloud/config/jndi/SimpleJNDIStaticContextInitializer.java b/src/library/spring-boot-simplejndi/src/main/java/org/geoserver/cloud/config/jndi/SimpleJNDIStaticContextInitializer.java
index 13e314ad1..e43ac7223 100644
--- a/src/library/spring-boot-simplejndi/src/main/java/org/geoserver/cloud/config/jndi/SimpleJNDIStaticContextInitializer.java
+++ b/src/library/spring-boot-simplejndi/src/main/java/org/geoserver/cloud/config/jndi/SimpleJNDIStaticContextInitializer.java
@@ -24,6 +24,8 @@
 public class SimpleJNDIStaticContextInitializer
         implements ApplicationContextInitializer<ConfigurableApplicationContext> {
 
+    private static boolean initialized;
+
     /**
      * Register the context builder by registering it with the JNDI NamingManager. Note that once
      * this has been done, {@code new InitialContext()} will always return a context from this
@@ -36,6 +38,8 @@ public class SimpleJNDIStaticContextInitializer
      */
     @Override
     public void initialize(ConfigurableApplicationContext applicationContext) {
+        if (initialized) return;
+        initialized = true;
         if (NamingManager.hasInitialContextFactoryBuilder()) {
             log.info("JNDI InitialContextFactoryBuilder already set");
             return;
diff --git a/src/starters/webmvc/src/main/java/org/geoserver/cloud/autoconfigure/context/GeoServerContextInitializer.java b/src/starters/webmvc/src/main/java/org/geoserver/cloud/autoconfigure/context/GeoServerContextInitializer.java
index 8c6f8462a..08829be73 100644
--- a/src/starters/webmvc/src/main/java/org/geoserver/cloud/autoconfigure/context/GeoServerContextInitializer.java
+++ b/src/starters/webmvc/src/main/java/org/geoserver/cloud/autoconfigure/context/GeoServerContextInitializer.java
@@ -7,6 +7,7 @@
 import org.geoserver.GeoserverInitStartupListener;
 import org.springframework.context.ApplicationContextInitializer;
 import org.springframework.context.ConfigurableApplicationContext;
+import org.springframework.web.context.support.GenericWebApplicationContext;
 
 import java.lang.reflect.InvocationHandler;
 import java.lang.reflect.Method;
@@ -29,15 +30,22 @@ public class GeoServerContextInitializer
 
     @Override
     public void initialize(ConfigurableApplicationContext applicationContext) {
+        // run once for the webapp context, ignore the actuator context
+        if (!(applicationContext instanceof GenericWebApplicationContext)) {
+            return;
+        }
+
         // tell geoserver not to control logging, spring-boot will do
         System.setProperty("RELINQUISH_LOG4J_CONTROL", "true");
         // and tell geotools not to redirect to Log4J nor any other framework, we'll use
-        // spring-boot's logging redirection. Use Log4J2 redirection policy, JavaLogging
+        // spring-boot's logging redirection. Use Logback redirection policy, JavaLogging
         // will make GeoserverInitStartupListener's call to GeoTools.init() heuristically set
         // Logging.ALL.setLoggerFactory("org.geotools.util.logging.LogbackLoggerFactory")
         // with the caveat that it wrongly maps logging levels and hence if, for example, a logger
-        // with level FINE is called with INFO, it doesn't log at all
-        System.setProperty("GT2_LOGGING_REDIRECTION", "Log4J2");
+        // with level FINE is called with INFO, it doesn't log at all.
+        // Log4J2 redirection policy will fail when calling java.util.logging.Logger.setLevel(..)
+        // because our version of Log4j2 is newer than GeoTools' and the API changed
+        System.setProperty("GT2_LOGGING_REDIRECTION", "Logback");
         ServletContext source = mockServletContext();
         ServletContextEvent sce = new ServletContextEvent(source);
         GeoserverInitStartupListener startupInitializer = new GeoserverInitStartupListener();