diff --git a/core/src/main/scala/org/apache/spark/deploy/history/FsHistoryProvider.scala b/core/src/main/scala/org/apache/spark/deploy/history/FsHistoryProvider.scala
index 70864d590988..e2f3314bc859 100644
--- a/core/src/main/scala/org/apache/spark/deploy/history/FsHistoryProvider.scala
+++ b/core/src/main/scala/org/apache/spark/deploy/history/FsHistoryProvider.scala
@@ -18,6 +18,7 @@
 package org.apache.spark.deploy.history
 
 import java.io.{File, FileNotFoundException, IOException}
+import java.lang.{Long => JLong}
 import java.nio.file.Files
 import java.util.{Date, ServiceLoader}
 import java.util.concurrent.{ConcurrentHashMap, ExecutorService, Future, TimeUnit}
@@ -30,6 +31,7 @@ import scala.io.Source
 import scala.xml.Node
 
 import com.fasterxml.jackson.annotation.JsonIgnore
+import com.fasterxml.jackson.databind.annotation.JsonDeserialize
 import com.google.common.util.concurrent.MoreExecutors
 import org.apache.hadoop.fs.{FileStatus, FileSystem, Path}
 import org.apache.hadoop.hdfs.DistributedFileSystem
@@ -1167,6 +1169,7 @@ private[history] case class LogInfo(
     appId: Option[String],
     attemptId: Option[String],
     fileSize: Long,
+    @JsonDeserialize(contentAs = classOf[JLong])
     lastIndex: Option[Long],
     isComplete: Boolean)
 
@@ -1174,6 +1177,7 @@ private[history] class AttemptInfoWrapper(
     val info: ApplicationAttemptInfo,
     val logPath: String,
     val fileSize: Long,
+    @JsonDeserialize(contentAs = classOf[JLong])
     val lastIndex: Option[Long],
     val adminAcls: Option[String],
     val viewAcls: Option[String],
diff --git a/core/src/test/scala/org/apache/spark/deploy/history/FsHistoryProviderSuite.scala b/core/src/test/scala/org/apache/spark/deploy/history/FsHistoryProviderSuite.scala
index 281e6935de37..ed195dd44e91 100644
--- a/core/src/test/scala/org/apache/spark/deploy/history/FsHistoryProviderSuite.scala
+++ b/core/src/test/scala/org/apache/spark/deploy/history/FsHistoryProviderSuite.scala
@@ -1283,6 +1283,56 @@ class FsHistoryProviderSuite extends SparkFunSuite with Matchers with Logging {
     assert(deserializedOldObj.isComplete === false)
   }
 
+  test("SPARK-29755 LogInfo should be serialized/deserialized by jackson properly") {
+    def assertSerDe(serializer: KVStoreScalaSerializer, info: LogInfo): Unit = {
+      val infoAfterSerDe = serializer.deserialize(serializer.serialize(info), classOf[LogInfo])
+      assert(infoAfterSerDe === info)
+      assertOptionAfterSerde(infoAfterSerDe.lastIndex, info.lastIndex)
+    }
+
+    val serializer = new KVStoreScalaSerializer()
+    val logInfoWithIndexAsNone = LogInfo("dummy", 0, LogType.EventLogs, Some("appId"),
+      Some("attemptId"), 100, None, false)
+    assertSerDe(serializer, logInfoWithIndexAsNone)
+
+    val logInfoWithIndex = LogInfo("dummy", 0, LogType.EventLogs, Some("appId"),
+      Some("attemptId"), 100, Some(3), false)
+    assertSerDe(serializer, logInfoWithIndex)
+  }
+
+  test("SPARK-29755 AttemptInfoWrapper should be serialized/deserialized by jackson properly") {
+    def assertSerDe(serializer: KVStoreScalaSerializer, attempt: AttemptInfoWrapper): Unit = {
+      val attemptAfterSerDe = serializer.deserialize(serializer.serialize(attempt),
+        classOf[AttemptInfoWrapper])
+      assert(attemptAfterSerDe.info === attempt.info)
+      // skip comparing some fields, as they've not triggered SPARK-29755
+      assertOptionAfterSerde(attemptAfterSerDe.lastIndex, attempt.lastIndex)
+    }
+
+    val serializer = new KVStoreScalaSerializer()
+    val appInfo = new ApplicationAttemptInfo(None, new Date(1), new Date(1), new Date(1),
+      10, "spark", false, "dummy")
+    val attemptInfoWithIndexAsNone = new AttemptInfoWrapper(appInfo, "dummyPath", 10, None,
+      None, None, None, None)
+    assertSerDe(serializer, attemptInfoWithIndexAsNone)
+
+    val attemptInfoWithIndex = new AttemptInfoWrapper(appInfo, "dummyPath", 10, Some(1),
+      None, None, None, None)
+    assertSerDe(serializer, attemptInfoWithIndex)
+  }
+
+  private def assertOptionAfterSerde(opt: Option[Long], expected: Option[Long]): Unit = {
+    if (expected.isEmpty) {
+      assert(opt.isEmpty)
+    } else {
+      // The issue happens only when the value in Option is being unboxed. Here we ensure unboxing
+      // to Long succeeds: even though IDE suggests `.toLong` is redundant, direct comparison
+      // doesn't trigger unboxing and passes even without SPARK-29755, so don't remove
+      // `.toLong` below. Please refer SPARK-29755 for more details.
+      assert(opt.get.toLong === expected.get.toLong)
+    }
+  }
+
   /**
    * Asks the provider to check for logs and calls a function to perform checks on the updated
    * app list. Example: