diff --git a/src/main/kotlin/com/nylas/models/Event.kt b/src/main/kotlin/com/nylas/models/Event.kt
index bd476a54..0931cb3f 100644
--- a/src/main/kotlin/com/nylas/models/Event.kt
+++ b/src/main/kotlin/com/nylas/models/Event.kt
@@ -110,7 +110,7 @@ data class Event(
   @Json(name = "reminders")
   val reminders: Reminders? = null,
   /**
-   * Status of the event.
+   * Status of the event. Possible values: "confirmed", "tentative", "cancelled", "maybe".
    */
   @Json(name = "status")
   val status: EventStatus? = null,
diff --git a/src/main/kotlin/com/nylas/models/EventStatus.kt b/src/main/kotlin/com/nylas/models/EventStatus.kt
index 8c86995e..0e69e1c4 100644
--- a/src/main/kotlin/com/nylas/models/EventStatus.kt
+++ b/src/main/kotlin/com/nylas/models/EventStatus.kt
@@ -9,6 +9,13 @@ enum class EventStatus {
   @Json(name = "confirmed")
   CONFIRMED,
 
+  @Json(name = "maybe")
+  MAYBE,
+
+  @Deprecated(
+    message = "Use MAYBE instead. TENTATIVE is a legacy alias and will be removed in a future release.",
+    replaceWith = ReplaceWith("MAYBE"),
+  )
   @Json(name = "tentative")
   TENTATIVE,
 
diff --git a/src/main/kotlin/com/nylas/util/EventStatusJsonAdapter.kt b/src/main/kotlin/com/nylas/util/EventStatusJsonAdapter.kt
new file mode 100644
index 00000000..25ad2bf7
--- /dev/null
+++ b/src/main/kotlin/com/nylas/util/EventStatusJsonAdapter.kt
@@ -0,0 +1,37 @@
+package com.nylas.util
+
+import com.nylas.models.EventStatus
+import com.squareup.moshi.FromJson
+import com.squareup.moshi.JsonReader
+import com.squareup.moshi.JsonWriter
+import com.squareup.moshi.ToJson
+
+/**
+ * Normalizes legacy event status values and avoids failing deserialization on new values.
+ */
+class EventStatusJsonAdapter {
+  @FromJson
+  fun fromJson(reader: JsonReader): EventStatus? {
+    if (reader.peek() == JsonReader.Token.NULL) {
+      return reader.nextNull()
+    }
+
+    return when (reader.nextString()) {
+      "confirmed" -> EventStatus.CONFIRMED
+      "maybe", "tentative" -> EventStatus.MAYBE
+      "cancelled" -> EventStatus.CANCELLED
+      else -> null
+    }
+  }
+
+  @ToJson
+  @Suppress("DEPRECATION")
+  fun toJson(writer: JsonWriter, value: EventStatus?) {
+    when (value) {
+      null -> writer.nullValue()
+      EventStatus.CONFIRMED -> writer.value("confirmed")
+      EventStatus.MAYBE, EventStatus.TENTATIVE -> writer.value("maybe")
+      EventStatus.CANCELLED -> writer.value("cancelled")
+    }
+  }
+}
diff --git a/src/main/kotlin/com/nylas/util/JsonHelper.kt b/src/main/kotlin/com/nylas/util/JsonHelper.kt
index baa79ca2..c2b80a4e 100644
--- a/src/main/kotlin/com/nylas/util/JsonHelper.kt
+++ b/src/main/kotlin/com/nylas/util/JsonHelper.kt
@@ -36,6 +36,7 @@ class JsonHelper {
       .add(IMessageAdapter())
       .add(UpdateConnectorAdapter())
       .add(CredentialDataAdapter())
+      .add(EventStatusJsonAdapter())
       .add(CreateAttachmentRequestAdapter())
       .add(MicrosoftAdminConsentCredentialDataAdapter())
       .add(GoogleServiceAccountCredentialDataAdapter())
diff --git a/src/test/kotlin/com/nylas/resources/EventsTests.kt b/src/test/kotlin/com/nylas/resources/EventsTests.kt
index df38cd9d..8778d122 100644
--- a/src/test/kotlin/com/nylas/resources/EventsTests.kt
+++ b/src/test/kotlin/com/nylas/resources/EventsTests.kt
@@ -223,6 +223,90 @@ class EventsTests {
       assertEquals("2024-06-18", whenDate.date)
     }
 
+    @Test
+    fun `Event deserializes maybe status properly`() {
+      val adapter = JsonHelper.moshi().adapter(Event::class.java)
+      val jsonBuffer =
+        Buffer().writeUtf8(
+          """
+          {
+            "id": "5d3qmne77v32r8l4phyuksl2x",
+            "grant_id": "41009df5-bf11-4c97-aa18-b285b5f2e386",
+            "calendar_id": "7d93zl2palhxqdy6e5qinsakt",
+            "object": "event",
+            "status": "maybe",
+            "when": {
+              "date": "2024-06-18",
+              "object": "date"
+            }
+          }
+          """.trimIndent(),
+        )
+
+      val event = adapter.fromJson(jsonBuffer)!!
+
+      assertEquals(EventStatus.MAYBE, event.status)
+    }
+
+    @Test
+    fun `Event deserializes tentative status as maybe`() {
+      val adapter = JsonHelper.moshi().adapter(Event::class.java)
+      val jsonBuffer =
+        Buffer().writeUtf8(
+          """
+          {
+            "id": "5d3qmne77v32r8l4phyuksl2x",
+            "grant_id": "41009df5-bf11-4c97-aa18-b285b5f2e386",
+            "calendar_id": "7d93zl2palhxqdy6e5qinsakt",
+            "object": "event",
+            "status": "tentative",
+            "when": {
+              "date": "2024-06-18",
+              "object": "date"
+            }
+          }
+          """.trimIndent(),
+        )
+
+      val event = adapter.fromJson(jsonBuffer)!!
+
+      assertEquals(EventStatus.MAYBE, event.status)
+    }
+
+    @Test
+    fun `Event deserializes unknown status as null`() {
+      val adapter = JsonHelper.moshi().adapter(Event::class.java)
+      val jsonBuffer =
+        Buffer().writeUtf8(
+          """
+          {
+            "id": "5d3qmne77v32r8l4phyuksl2x",
+            "grant_id": "41009df5-bf11-4c97-aa18-b285b5f2e386",
+            "calendar_id": "7d93zl2palhxqdy6e5qinsakt",
+            "object": "event",
+            "status": "unexpected_status",
+            "when": {
+              "date": "2024-06-18",
+              "object": "date"
+            }
+          }
+          """.trimIndent(),
+        )
+
+      val event = adapter.fromJson(jsonBuffer)!!
+
+      assertEquals(null, event.status)
+    }
+
+    @Suppress("DEPRECATION")
+    @Test
+    fun `Event status serializes tentative as maybe`() {
+      val adapter = JsonHelper.moshi().adapter(EventStatus::class.java)
+
+      assertEquals("\"maybe\"", adapter.toJson(EventStatus.MAYBE))
+      assertEquals("\"maybe\"", adapter.toJson(EventStatus.TENTATIVE))
+    }
+
     @Test
     fun `CreateEventAutoConferencingProvider serializes properly`() {
       val adapter = JsonHelper.moshi().adapter(CreateEventAutoConferencingProvider::class.java)