diff --git a/orb-java-core/build.gradle.kts b/orb-java-core/build.gradle.kts
index 8a8d05d5..6955eac0 100644
--- a/orb-java-core/build.gradle.kts
+++ b/orb-java-core/build.gradle.kts
@@ -17,14 +17,14 @@ configurations.all {
 }
 
 dependencies {
-    api("com.fasterxml.jackson.core:jackson-core:2.18.1")
-    api("com.fasterxml.jackson.core:jackson-databind:2.18.1")
+    api("com.fasterxml.jackson.core:jackson-core:2.18.2")
+    api("com.fasterxml.jackson.core:jackson-databind:2.18.2")
     api("com.google.errorprone:error_prone_annotations:2.33.0")
 
-    implementation("com.fasterxml.jackson.core:jackson-annotations:2.18.1")
-    implementation("com.fasterxml.jackson.datatype:jackson-datatype-jdk8:2.18.1")
-    implementation("com.fasterxml.jackson.datatype:jackson-datatype-jsr310:2.18.1")
-    implementation("com.fasterxml.jackson.module:jackson-module-kotlin:2.18.1")
+    implementation("com.fasterxml.jackson.core:jackson-annotations:2.18.2")
+    implementation("com.fasterxml.jackson.datatype:jackson-datatype-jdk8:2.18.2")
+    implementation("com.fasterxml.jackson.datatype:jackson-datatype-jsr310:2.18.2")
+    implementation("com.fasterxml.jackson.module:jackson-module-kotlin:2.18.2")
     implementation("org.apache.httpcomponents.core5:httpcore5:5.2.4")
     implementation("org.apache.httpcomponents.client5:httpclient5:5.3.1")
 
diff --git a/orb-java-core/src/main/kotlin/com/withorb/api/core/Check.kt b/orb-java-core/src/main/kotlin/com/withorb/api/core/Check.kt
index 82fe7ba1..df5773f1 100644
--- a/orb-java-core/src/main/kotlin/com/withorb/api/core/Check.kt
+++ b/orb-java-core/src/main/kotlin/com/withorb/api/core/Check.kt
@@ -47,6 +47,7 @@ internal fun checkMaxLength(name: String, value: String, maxLength: Int): String
 internal fun checkJacksonVersionCompatibility() {
     val incompatibleJacksonVersions =
         RUNTIME_JACKSON_VERSIONS.mapNotNull {
+            val badVersionReason = BAD_JACKSON_VERSIONS[it.toString()]
             when {
                 it.majorVersion != MINIMUM_JACKSON_VERSION.majorVersion ->
                     it to "incompatible major version"
@@ -55,6 +56,7 @@ internal fun checkJacksonVersionCompatibility() {
                 it.minorVersion == MINIMUM_JACKSON_VERSION.minorVersion &&
                     it.patchLevel < MINIMUM_JACKSON_VERSION.patchLevel ->
                     it to "patch version too low"
+                badVersionReason != null -> it to badVersionReason
                 else -> null
             }
         }
@@ -77,6 +79,8 @@ Double-check that you are depending on compatible Jackson versions.
 }
 
 private val MINIMUM_JACKSON_VERSION: Version = VersionUtil.parseVersion("2.13.4", null, null)
+private val BAD_JACKSON_VERSIONS: Map<String, String> =
+    mapOf("2.18.1" to "due to https://github.com/FasterXML/jackson-databind/issues/4639")
 private val RUNTIME_JACKSON_VERSIONS: List<Version> =
     listOf(
         com.fasterxml.jackson.core.json.PackageVersion.VERSION,