diff --git a/src/main/java/org/openrewrite/java/testing/hamcrest/HamcrestMatcherToAssertJ.java b/src/main/java/org/openrewrite/java/testing/hamcrest/HamcrestMatcherToAssertJ.java
index 2003876fb..8f0a6958c 100644
--- a/src/main/java/org/openrewrite/java/testing/hamcrest/HamcrestMatcherToAssertJ.java
+++ b/src/main/java/org/openrewrite/java/testing/hamcrest/HamcrestMatcherToAssertJ.java
@@ -37,21 +37,21 @@
 @AllArgsConstructor
 public class HamcrestMatcherToAssertJ extends Recipe {
 
-    @Option(displayName = "Hamcrest Matcher",
+    @Option(displayName = "Hamcrest matcher",
             description = "The Hamcrest `Matcher` to migrate to JUnit5.",
             example = "equalTo",
             required = false)
     @Nullable
     String matcher;
 
-    @Option(displayName = "AssertJ Assertion",
+    @Option(displayName = "AssertJ assertion",
             description = "The AssertJ method to migrate to.",
             example = "isEqualTo",
             required = false)
     @Nullable
     String assertion;
 
-    @Option(displayName = "Argument Type",
+    @Option(displayName = "Argument type",
             description = "The type of the argument to the Hamcrest `Matcher`.",
             example = "java.math.BigDecimal",
             required = false)
diff --git a/src/main/resources/META-INF/rewrite/hamcrest.yml b/src/main/resources/META-INF/rewrite/hamcrest.yml
index 1bcb7a12e..2271ea278 100644
--- a/src/main/resources/META-INF/rewrite/hamcrest.yml
+++ b/src/main/resources/META-INF/rewrite/hamcrest.yml
@@ -67,6 +67,40 @@ recipeList:
       matcher: comparesEqualTo
       assertion: isEqualByComparingTo
 
+  - org.openrewrite.java.testing.hamcrest.HamcrestMatcherToAssertJ:
+      matcher: lessThan
+      assertion: isBefore
+      argumentType: java.util.Date
+  - org.openrewrite.java.testing.hamcrest.HamcrestMatcherToAssertJ:
+      matcher: lessThanOrEqualTo
+      assertion: isBeforeOrEqualTo
+      argumentType: java.util.Date
+  - org.openrewrite.java.testing.hamcrest.HamcrestMatcherToAssertJ:
+      matcher: greaterThan
+      assertion: isAfter
+      argumentType: java.util.Date
+  - org.openrewrite.java.testing.hamcrest.HamcrestMatcherToAssertJ:
+      matcher: greaterThanOrEqualTo
+      assertion: isAfterOrEqualTo
+      argumentType: java.util.Date
+
+  - org.openrewrite.java.testing.hamcrest.HamcrestMatcherToAssertJ:
+      matcher: lessThan
+      assertion: isBefore
+      argumentType: java.time.Instant
+  - org.openrewrite.java.testing.hamcrest.HamcrestMatcherToAssertJ:
+      matcher: lessThanOrEqualTo
+      assertion: isBeforeOrEqualTo
+      argumentType: java.time.Instant
+  - org.openrewrite.java.testing.hamcrest.HamcrestMatcherToAssertJ:
+      matcher: greaterThan
+      assertion: isAfter
+      argumentType: java.time.Instant
+  - org.openrewrite.java.testing.hamcrest.HamcrestMatcherToAssertJ:
+      matcher: greaterThanOrEqualTo
+      assertion: isAfterOrEqualTo
+      argumentType: java.time.Instant
+
   - org.openrewrite.java.testing.hamcrest.HamcrestMatcherToAssertJ:
       matcher: equalTo
       assertion: isEqualTo
diff --git a/src/test/java/org/openrewrite/java/testing/hamcrest/MigrateHamcrestToAssertJTest.java b/src/test/java/org/openrewrite/java/testing/hamcrest/MigrateHamcrestToAssertJTest.java
index 5b44a19c1..b0229562f 100644
--- a/src/test/java/org/openrewrite/java/testing/hamcrest/MigrateHamcrestToAssertJTest.java
+++ b/src/test/java/org/openrewrite/java/testing/hamcrest/MigrateHamcrestToAssertJTest.java
@@ -21,6 +21,7 @@
 import org.junit.jupiter.params.ParameterizedTest;
 import org.junit.jupiter.params.provider.Arguments;
 import org.junit.jupiter.params.provider.MethodSource;
+import org.junit.jupiter.params.provider.ValueSource;
 import org.openrewrite.DocumentExample;
 import org.openrewrite.InMemoryExecutionContext;
 import org.openrewrite.Issue;
@@ -793,4 +794,47 @@ void bar(List<String> list) {
           )
         );
     }
+
+    @ParameterizedTest
+    @ValueSource(
+      strings = {
+        "java.util.Date",
+        "java.time.Instant"
+      }
+    )
+    @Issue("https://github.com/openrewrite/rewrite-testing-frameworks/issues/526")
+    void greaterThanOrEqualToDate(String type){
+        rewriteRun(
+          java(
+            """
+              import static org.hamcrest.MatcherAssert.assertThat;
+              import static org.hamcrest.Matchers.greaterThan;
+              import static org.hamcrest.Matchers.greaterThanOrEqualTo;
+              import static org.hamcrest.Matchers.lessThan;
+              import static org.hamcrest.Matchers.lessThanOrEqualTo;
+
+              class Foo {
+                  void bar(%1$s type) {
+                      assertThat(type, lessThan(type));
+                      assertThat(type, lessThanOrEqualTo(type));
+                      assertThat(type, greaterThan(type));
+                      assertThat(type, greaterThanOrEqualTo(type));
+                  }
+              }
+              """.formatted(type),
+            """
+              import static org.assertj.core.api.Assertions.assertThat;
+
+              class Foo {
+                  void bar(%1$s type) {
+                      assertThat(type).isBefore(type);
+                      assertThat(type).isBeforeOrEqualTo(type);
+                      assertThat(type).isAfter(type);
+                      assertThat(type).isAfterOrEqualTo(type);
+                  }
+              }
+              """.formatted(type)
+          )
+        );
+    }
 }