diff --git a/CHANGELOG.md b/CHANGELOG.md
index 9cfc1ef44c..d9e3490feb 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -8,6 +8,8 @@
 - Add `enableScopePersistence` option to disable `PersistingScopeObserver` used for ANR reporting which may increase performance overhead. Defaults to `true` ([#3218](https://github.com/getsentry/sentry-java/pull/3218))
   - When disabled, the SDK will not enrich ANRv2 events with scope data (e.g. breadcrumbs, user, tags, etc.)
 - Configurable defaults for Cron - MonitorConfig ([#3195](https://github.com/getsentry/sentry-java/pull/3195))
+- We now display a warning on startup if an incompatible version of Spring Boot is detected ([#3233](https://github.com/getsentry/sentry-java/pull/3233))
+  - This should help notice a mismatching Sentry dependency, especially when upgrading a Spring Boot application
 
 ### Fixes
 
diff --git a/sentry-spring-boot-jakarta/src/main/java/io/sentry/spring/boot/jakarta/SentrySpringVersionChecker.java b/sentry-spring-boot-jakarta/src/main/java/io/sentry/spring/boot/jakarta/SentrySpringVersionChecker.java
new file mode 100644
index 0000000000..7fb6d1ce23
--- /dev/null
+++ b/sentry-spring-boot-jakarta/src/main/java/io/sentry/spring/boot/jakarta/SentrySpringVersionChecker.java
@@ -0,0 +1,30 @@
+package io.sentry.spring.boot.jakarta;
+
+import org.apache.commons.logging.Log;
+import org.apache.commons.logging.LogFactory;
+import org.springframework.boot.SpringBootVersion;
+import org.springframework.boot.context.event.ApplicationContextInitializedEvent;
+import org.springframework.context.ApplicationListener;
+
+final class SentrySpringVersionChecker
+    implements ApplicationListener<ApplicationContextInitializedEvent> {
+
+  private static final Log logger = LogFactory.getLog(SentrySpringVersionChecker.class);
+
+  @Override
+  public void onApplicationEvent(ApplicationContextInitializedEvent event) {
+
+    if (!SpringBootVersion.getVersion().startsWith("3")) {
+      logger.warn("############################### WARNING ###############################");
+      logger.warn("##                                                                   ##");
+      logger.warn("##            !Incompatible Spring Boot Version detected!            ##");
+      logger.warn("##              Please see the sentry docs linked below              ##");
+      logger.warn("##                Choose your Spring Boot version and                ##");
+      logger.warn("##                  install the matching dependency                  ##");
+      logger.warn("##                                                                   ##");
+      logger.warn("## https://docs.sentry.io/platforms/java/guides/spring-boot/#install ##");
+      logger.warn("##                                                                   ##");
+      logger.warn("#######################################################################");
+    }
+  }
+}
diff --git a/sentry-spring-boot-jakarta/src/main/resources/META-INF/spring.factories b/sentry-spring-boot-jakarta/src/main/resources/META-INF/spring.factories
new file mode 100644
index 0000000000..4002cb6ed5
--- /dev/null
+++ b/sentry-spring-boot-jakarta/src/main/resources/META-INF/spring.factories
@@ -0,0 +1 @@
+org.springframework.context.ApplicationListener=io.sentry.spring.boot.jakarta.SentrySpringVersionChecker
diff --git a/sentry-spring-boot/src/main/java/io/sentry/spring/boot/SentrySpringVersionChecker.java b/sentry-spring-boot/src/main/java/io/sentry/spring/boot/SentrySpringVersionChecker.java
new file mode 100644
index 0000000000..1cbcb4f090
--- /dev/null
+++ b/sentry-spring-boot/src/main/java/io/sentry/spring/boot/SentrySpringVersionChecker.java
@@ -0,0 +1,30 @@
+package io.sentry.spring.boot;
+
+import org.apache.commons.logging.Log;
+import org.apache.commons.logging.LogFactory;
+import org.springframework.boot.SpringBootVersion;
+import org.springframework.boot.context.event.ApplicationContextInitializedEvent;
+import org.springframework.context.ApplicationListener;
+
+final class SentrySpringVersionChecker
+    implements ApplicationListener<ApplicationContextInitializedEvent> {
+
+  private static final Log logger = LogFactory.getLog(SentrySpringVersionChecker.class);
+
+  @Override
+  public void onApplicationEvent(ApplicationContextInitializedEvent event) {
+
+    if (!SpringBootVersion.getVersion().startsWith("2")) {
+      logger.warn("############################### WARNING ###############################");
+      logger.warn("##                                                                   ##");
+      logger.warn("##            !Incompatible Spring Boot Version detected!            ##");
+      logger.warn("##              Please see the sentry docs linked below              ##");
+      logger.warn("##                Choose your Spring Boot version and                ##");
+      logger.warn("##                  install the matching dependency                  ##");
+      logger.warn("##                                                                   ##");
+      logger.warn("## https://docs.sentry.io/platforms/java/guides/spring-boot/#install ##");
+      logger.warn("##                                                                   ##");
+      logger.warn("#######################################################################");
+    }
+  }
+}
diff --git a/sentry-spring-boot/src/main/resources/META-INF/spring.factories b/sentry-spring-boot/src/main/resources/META-INF/spring.factories
index 0d71d6cad7..9712f4b407 100644
--- a/sentry-spring-boot/src/main/resources/META-INF/spring.factories
+++ b/sentry-spring-boot/src/main/resources/META-INF/spring.factories
@@ -2,3 +2,5 @@ org.springframework.boot.autoconfigure.EnableAutoConfiguration=\
 io.sentry.spring.boot.SentryAutoConfiguration,\
 io.sentry.spring.boot.SentryLogbackAppenderAutoConfiguration,\
 io.sentry.spring.boot.SentryWebfluxAutoConfiguration
+
+org.springframework.context.ApplicationListener=io.sentry.spring.boot.SentrySpringVersionChecker