diff --git a/CHANGELOG.md b/CHANGELOG.md
index abcc2ab3c8..bb8d3cb9bf 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -14,6 +14,7 @@
 - Introduce TransactionEvaluationContext to pass data between transaction selectors and plugin, during block creation [#6381](https://github.com/hyperledger/besu/pull/6381) 
 - Upgrade dependencies [#6377](https://github.com/hyperledger/besu/pull/6377)
 - Upgrade `com.fasterxml.jackson` dependencies [#6378](https://github.com/hyperledger/besu/pull/6378) 
+- Upgrade Guava dependency [#6396](https://github.com/hyperledger/besu/pull/6396)
 
 ### Bug fixes
 - INTERNAL_ERROR from `eth_estimateGas` JSON/RPC calls [#6344](https://github.com/hyperledger/besu/issues/6344)
diff --git a/ethereum/eth/src/test/java/org/hyperledger/besu/ethereum/eth/transactions/PendingTransactionEstimatedMemorySizeTest.java b/ethereum/eth/src/test/java/org/hyperledger/besu/ethereum/eth/transactions/PendingTransactionEstimatedMemorySizeTest.java
index c9c81543a6..20b94f5bf8 100644
--- a/ethereum/eth/src/test/java/org/hyperledger/besu/ethereum/eth/transactions/PendingTransactionEstimatedMemorySizeTest.java
+++ b/ethereum/eth/src/test/java/org/hyperledger/besu/ethereum/eth/transactions/PendingTransactionEstimatedMemorySizeTest.java
@@ -58,7 +58,7 @@ public class PendingTransactionEstimatedMemorySizeTest extends BaseTransactionPo
   private static final Set<Class<?>> SHARED_CLASSES =
       Set.of(SignatureAlgorithm.class, TransactionType.class);
   private static final Set<String> COMMON_CONSTANT_FIELD_PATHS =
-      Set.of(".value.ctor", ".hashNoSignature");
+      Set.of(".value.ctor", ".hashNoSignature", ".signature.encoded.delegate");
   private static final Set<String> EIP1559_EIP4844_CONSTANT_FIELD_PATHS =
       Sets.union(COMMON_CONSTANT_FIELD_PATHS, Set.of(".gasPrice"));
   private static final Set<String> FRONTIER_ACCESS_LIST_CONSTANT_FIELD_PATHS =
diff --git a/gradle/verification-metadata.xml b/gradle/verification-metadata.xml
index 30d55eb684..58a562fff8 100644
--- a/gradle/verification-metadata.xml
+++ b/gradle/verification-metadata.xml
@@ -760,14 +760,6 @@
             <sha256 value="53a3d53b014e33fd773bba6ae510343bcc1d11dabcaf1ae16c77f327b192c026" origin="Generated by Gradle"/>
          </artifact>
       </component>
-      <component group="com.google.errorprone" name="error_prone_annotations" version="2.11.0">
-         <artifact name="error_prone_annotations-2.11.0.jar">
-            <sha256 value="721cb91842b46fa056847d104d5225c8b8e1e8b62263b993051e1e5a0137b7ec" origin="Generated by Gradle"/>
-         </artifact>
-         <artifact name="error_prone_annotations-2.11.0.pom">
-            <sha256 value="0261ca01f2d2e9ac2ae2ece75d42c56323b385fb294b6bc943f62ef4e92ddf08" origin="Generated by Gradle"/>
-         </artifact>
-      </component>
       <component group="com.google.errorprone" name="error_prone_annotations" version="2.18.0">
          <artifact name="error_prone_annotations-2.18.0.jar">
             <sha256 value="9e6814cb71816988a4fd1b07a993a8f21bb7058d522c162b1de849e19bea54ae" origin="Generated by Gradle"/>
@@ -777,9 +769,6 @@
          </artifact>
       </component>
       <component group="com.google.errorprone" name="error_prone_annotations" version="2.20.0">
-         <artifact name="error_prone_annotations-2.20.0.jar">
-            <sha256 value="a136d3dce67168d88751115fa223bec80eae6cc062aa2f8173e8344a98235ec4" origin="Generated by Gradle"/>
-         </artifact>
          <artifact name="error_prone_annotations-2.20.0.pom">
             <sha256 value="94f50653af659be1d1a0d785f97cba768571f794d2e655fc3d22e4eee6512b39" origin="Generated by Gradle"/>
          </artifact>
@@ -792,6 +781,14 @@
             <sha256 value="f598880feefaea9d674dc41db13ab37004bf03776b5bb21c04dede8e920c1f12" origin="Generated by Gradle"/>
          </artifact>
       </component>
+      <component group="com.google.errorprone" name="error_prone_annotations" version="2.23.0">
+         <artifact name="error_prone_annotations-2.23.0.jar">
+            <sha256 value="ec6f39f068b6ff9ac323c68e28b9299f8c0a80ca512dccb1d4a70f40ac3ec054" origin="Generated by Gradle"/>
+         </artifact>
+         <artifact name="error_prone_annotations-2.23.0.pom">
+            <sha256 value="d5abb17f231b63bf009358fa640281b744810cb9587e5994977834959c07dbd8" origin="Generated by Gradle"/>
+         </artifact>
+      </component>
       <component group="com.google.errorprone" name="error_prone_check_api" version="2.18.0">
          <artifact name="error_prone_check_api-2.18.0.jar">
             <sha256 value="6c34578691c4fae9bced50b2a3fe8b4e0420469fb0770655a3ea41ed2a9e40a4" origin="Generated by Gradle"/>
@@ -808,11 +805,6 @@
             <sha256 value="d6c9b956d12e9134ed7e01e82b715c5fd2d6318c3cf803519edef27f6486b9c7" origin="Generated by Gradle"/>
          </artifact>
       </component>
-      <component group="com.google.errorprone" name="error_prone_parent" version="2.11.0">
-         <artifact name="error_prone_parent-2.11.0.pom">
-            <sha256 value="8283f0cb44c624a79d330b6fd80b8b8a715a68b3685c9a951c3de837d4540551" origin="Generated by Gradle"/>
-         </artifact>
-      </component>
       <component group="com.google.errorprone" name="error_prone_parent" version="2.18.0">
          <artifact name="error_prone_parent-2.18.0.pom">
             <sha256 value="47f22e99c7bf466391def16f8377985e5d3ba6f5bbcf65853644805513e15fad" origin="Generated by Gradle"/>
@@ -828,6 +820,11 @@
             <sha256 value="32bb0b5ff241fd6ba1feea448aebb9cedef1699be73cb6f319365387b82bf92c" origin="Generated by Gradle"/>
          </artifact>
       </component>
+      <component group="com.google.errorprone" name="error_prone_parent" version="2.23.0">
+         <artifact name="error_prone_parent-2.23.0.pom">
+            <sha256 value="f5470a4b3104fe309fbe94a80d16c3c54d20f748f4c5de4f68a428688f30cbd4" origin="Generated by Gradle"/>
+         </artifact>
+      </component>
       <component group="com.google.errorprone" name="error_prone_test_helpers" version="2.18.0">
          <artifact name="error_prone_test_helpers-2.18.0.jar">
             <sha256 value="595b2921ec2e826e4ce62e84cdcdbb185ee0fa829ab734cf01fedca205601806" origin="Generated by Gradle"/>
@@ -920,12 +917,12 @@
             <sha256 value="e96042ce78fecba0da2be964522947c87b40a291b5fd3cd672a434924103c4b9" origin="Generated by Gradle"/>
          </artifact>
       </component>
-      <component group="com.google.guava" name="guava" version="31.1-jre">
-         <artifact name="guava-31.1-jre.jar">
-            <sha256 value="a42edc9cab792e39fe39bb94f3fca655ed157ff87a8af78e1d6ba5b07c4a00ab" origin="Generated by Gradle"/>
+      <component group="com.google.guava" name="failureaccess" version="1.0.2">
+         <artifact name="failureaccess-1.0.2.jar">
+            <sha256 value="8a8f81cf9b359e3f6dfa691a1e776985c061ef2f223c9b2c80753e1b458e8064" origin="Generated by Gradle"/>
          </artifact>
-         <artifact name="guava-31.1-jre.pom">
-            <sha256 value="9193d07bf4f660108d7358e58b27d21b44e34e80d6734e98e21916376f270de2" origin="Generated by Gradle"/>
+         <artifact name="failureaccess-1.0.2.pom">
+            <sha256 value="19ebc6f4bdb4edbb3d07b6ee994f846b54ef295582a9b5634719ffa9f31d03b2" origin="Generated by Gradle"/>
          </artifact>
       </component>
       <component group="com.google.guava" name="guava" version="32.0.1-jre">
@@ -944,16 +941,22 @@
             <sha256 value="f5fff7642c12e7627bc14289fd267e2602c17f9590e23522c3e63107f61c2942" origin="Generated by Gradle"/>
          </artifact>
       </component>
+      <component group="com.google.guava" name="guava" version="33.0.0-jre">
+         <artifact name="guava-33.0.0-jre.jar">
+            <sha256 value="f4d85c3e4d411694337cb873abea09b242b664bb013320be6105327c45991537" origin="Generated by Gradle"/>
+         </artifact>
+         <artifact name="guava-33.0.0-jre.module">
+            <sha256 value="59a2dbd055d1baa762e78f1a5ba3ab973edd13fc27dcc1871105e2f797f682d3" origin="Generated by Gradle"/>
+         </artifact>
+         <artifact name="guava-33.0.0-jre.pom">
+            <sha256 value="fd70b14c441986c22e6d22ced2576787756be4918b145a8abd223e3a80b6e32d" origin="Generated by Gradle"/>
+         </artifact>
+      </component>
       <component group="com.google.guava" name="guava-parent" version="26.0-android">
          <artifact name="guava-parent-26.0-android.pom">
             <sha256 value="f8698ab46ca996ce889c1afc8ca4f25eb8ac6b034dc898d4583742360016cc04" origin="Generated by Gradle"/>
          </artifact>
       </component>
-      <component group="com.google.guava" name="guava-parent" version="31.1-jre">
-         <artifact name="guava-parent-31.1-jre.pom">
-            <sha256 value="4439626783b44ad25ef05ff07621dd4bb796cc4eb4f2966a4a461fea4130e0fc" origin="Generated by Gradle"/>
-         </artifact>
-      </component>
       <component group="com.google.guava" name="guava-parent" version="32.0.1-jre">
          <artifact name="guava-parent-32.0.1-jre.pom">
             <sha256 value="43ed0e36b353f41e5eb75cd756667c9e2df97cef06eb16066967158a1d034d2a" origin="Generated by Gradle"/>
@@ -964,6 +967,11 @@
             <sha256 value="f283c1f04897a9a88a3fa4ff46804e65e82114809a09cd04094bf7de01b1857b" origin="Generated by Gradle"/>
          </artifact>
       </component>
+      <component group="com.google.guava" name="guava-parent" version="33.0.0-jre">
+         <artifact name="guava-parent-33.0.0-jre.pom">
+            <sha256 value="040cc88c680b413d70ba9fc8371b36093021b10996aa3598621de767d418229a" origin="Generated by Gradle"/>
+         </artifact>
+      </component>
       <component group="com.google.guava" name="listenablefuture" version="9999.0-empty-to-avoid-conflict-with-guava">
          <artifact name="listenablefuture-9999.0-empty-to-avoid-conflict-with-guava.jar">
             <sha256 value="b372a037d4230aa57fbeffdef30fd6123f9c0c2db85d0aced00c91b974f33f99" origin="Generated by Gradle"/>
@@ -998,14 +1006,6 @@
             <sha256 value="a7658d2e370299f2ea5f3dcfb75fedfcc9b9fa7251c387ecce95e9d32df48b71" origin="Generated by Gradle"/>
          </artifact>
       </component>
-      <component group="com.google.j2objc" name="j2objc-annotations" version="1.3">
-         <artifact name="j2objc-annotations-1.3.jar">
-            <sha256 value="21af30c92267bd6122c0e0b4d20cccb6641a37eaf956c6540ec471d584e64a7b" origin="Generated by Gradle"/>
-         </artifact>
-         <artifact name="j2objc-annotations-1.3.pom">
-            <sha256 value="5faca824ba115bee458730337dfdb2fcea46ba2fd774d4304edbf30fa6a3f055" origin="Generated by Gradle"/>
-         </artifact>
-      </component>
       <component group="com.google.j2objc" name="j2objc-annotations" version="2.8">
          <artifact name="j2objc-annotations-2.8.jar">
             <sha256 value="f02a95fa1a5e95edb3ed859fd0fb7df709d121a35290eff8b74dce2ab7f4d6ed" origin="Generated by Gradle"/>
@@ -3492,22 +3492,6 @@
             <sha256 value="42f21ebd9183be049ee5afc822b345403a5da764037875734a039b0d6e0353be" origin="Generated by Gradle"/>
          </artifact>
       </component>
-      <component group="org.checkerframework" name="checker-qual" version="3.12.0">
-         <artifact name="checker-qual-3.12.0.jar">
-            <sha256 value="ff10785ac2a357ec5de9c293cb982a2cbb605c0309ea4cc1cb9b9bc6dbe7f3cb" origin="Generated by Gradle"/>
-         </artifact>
-         <artifact name="checker-qual-3.12.0.module">
-            <sha256 value="d047949c1b81091c2c3913771fac2f32a2fa549ba3d5d548cc8c0b6dfa493777" origin="Generated by Gradle"/>
-         </artifact>
-         <artifact name="checker-qual-3.12.0.pom">
-            <sha256 value="775b7ae36e62820b3b86dc1aa39af37c0ac4b85ff48f7fe485a922a2790f46b9" origin="Generated by Gradle"/>
-         </artifact>
-      </component>
-      <component group="org.checkerframework" name="checker-qual" version="3.13.0">
-         <artifact name="checker-qual-3.13.0.module">
-            <sha256 value="19c5c98bf51711bcdbbd6f34d58fe552bfc60f5ca7888baa74eca1b1f7c4c6dc" origin="Generated by Gradle"/>
-         </artifact>
-      </component>
       <component group="org.checkerframework" name="checker-qual" version="3.33.0">
          <artifact name="checker-qual-3.33.0.jar">
             <sha256 value="e316255bbfcd9fe50d165314b85abb2b33cb2a66a93c491db648e498a82c2de1" origin="Generated by Gradle"/>
@@ -3523,8 +3507,16 @@
          <artifact name="checker-qual-3.37.0.module">
             <sha256 value="7258a769dcaa26b98154d229d85cc72e5b3666b0bcb637d2daf16ec498956638" origin="Generated by Gradle"/>
          </artifact>
-         <artifact name="checker-qual-3.37.0.pom">
-            <sha256 value="02392fbd4ce21901f945615472b1d4d4d3591b3aabdf013105f5c92ec32cb4f0" origin="Generated by Gradle"/>
+      </component>
+      <component group="org.checkerframework" name="checker-qual" version="3.41.0">
+         <artifact name="checker-qual-3.41.0.jar">
+            <sha256 value="2f9f245bf68e4259d610894f2406dc1f6363dc639302bd566e8272e4f4541172" origin="Generated by Gradle"/>
+         </artifact>
+         <artifact name="checker-qual-3.41.0.module">
+            <sha256 value="b38672c17f455276b210ed3402ff92dce666770b1a8c610c7cc34ad54c532d20" origin="Generated by Gradle"/>
+         </artifact>
+         <artifact name="checker-qual-3.41.0.pom">
+            <sha256 value="5c73b0770540842cf06a01d264bbb89ae5e248669dc9da80e861e8233dd4675b" origin="Generated by Gradle"/>
          </artifact>
       </component>
       <component group="org.checkerframework" name="dataflow-errorprone" version="3.27.0">
diff --git a/gradle/versions.gradle b/gradle/versions.gradle
index b497109d78..c27af91f09 100644
--- a/gradle/versions.gradle
+++ b/gradle/versions.gradle
@@ -46,7 +46,7 @@ dependencyManagement {
       entry 'error_prone_test_helpers'
     }
 
-    dependency 'com.google.guava:guava:31.1-jre'
+    dependency 'com.google.guava:guava:33.0.0-jre'
 
     dependency 'com.graphql-java:graphql-java:21.3'