diff --git a/.sqlx/query-6a1722f63a88debb617c20f91d2adfe4049234258ff2c8429db85206a96c53c1.json b/.sqlx/query-6a1722f63a88debb617c20f91d2adfe4049234258ff2c8429db85206a96c53c1.json
deleted file mode 100644
index 7c848d9a..00000000
--- a/.sqlx/query-6a1722f63a88debb617c20f91d2adfe4049234258ff2c8429db85206a96c53c1.json
+++ /dev/null
@@ -1,14 +0,0 @@
-{
-  "db_name": "PostgreSQL",
-  "query": "DELETE FROM af_collab_embeddings WHERE fragment_id IN (SELECT unnest($1::text[]))",
-  "describe": {
-    "columns": [],
-    "parameters": {
-      "Left": [
-        "TextArray"
-      ]
-    },
-    "nullable": []
-  },
-  "hash": "6a1722f63a88debb617c20f91d2adfe4049234258ff2c8429db85206a96c53c1"
-}
diff --git a/.sqlx/query-b7d2c2d32d4b221ed8c74d6549a9aa0e03922fcdddddb1c473eb9496b7bb9721.json b/.sqlx/query-b7d2c2d32d4b221ed8c74d6549a9aa0e03922fcdddddb1c473eb9496b7bb9721.json
new file mode 100644
index 00000000..2a50aa45
--- /dev/null
+++ b/.sqlx/query-b7d2c2d32d4b221ed8c74d6549a9aa0e03922fcdddddb1c473eb9496b7bb9721.json
@@ -0,0 +1,14 @@
+{
+  "db_name": "PostgreSQL",
+  "query": "DELETE FROM af_collab_embeddings WHERE oid = $1",
+  "describe": {
+    "columns": [],
+    "parameters": {
+      "Left": [
+        "Text"
+      ]
+    },
+    "nullable": []
+  },
+  "hash": "b7d2c2d32d4b221ed8c74d6549a9aa0e03922fcdddddb1c473eb9496b7bb9721"
+}
diff --git a/libs/database/src/index/collab_embeddings_ops.rs b/libs/database/src/index/collab_embeddings_ops.rs
index ee60901b..1722b54d 100644
--- a/libs/database/src/index/collab_embeddings_ops.rs
+++ b/libs/database/src/index/collab_embeddings_ops.rs
@@ -77,34 +77,35 @@ pub async fn upsert_collab_embeddings(
     .await?;
   }
 
-  for r in records {
-    sqlx::query(
-      r#"INSERT INTO af_collab_embeddings (fragment_id, oid, partition_key, content_type, content, embedding, indexed_at)
+  if !records.is_empty() {
+    // replace existing collab embeddings
+    remove_collab_embeddings(tx, &records[0].object_id).await?;
+    for r in records {
+      sqlx::query(
+        r#"INSERT INTO af_collab_embeddings (fragment_id, oid, partition_key, content_type, content, embedding, indexed_at)
         VALUES ($1, $2, $3, $4, $5, $6, NOW())
         ON CONFLICT (fragment_id) DO UPDATE SET content_type = $4, content = $5, embedding = $6, indexed_at = NOW()"#,
-    )
-    .bind(&r.fragment_id)
-    .bind(&r.object_id)
-    .bind(crate::collab::partition_key_from_collab_type(&r.collab_type))
-    .bind(r.content_type as i32)
-    .bind(&r.content)
-    .bind(r.embedding.clone().map(Vector::from))
-    .execute(tx.deref_mut())
-    .await?;
+      )
+          .bind(&r.fragment_id)
+          .bind(&r.object_id)
+          .bind(crate::collab::partition_key_from_collab_type(&r.collab_type))
+          .bind(r.content_type as i32)
+          .bind(&r.content)
+          .bind(r.embedding.clone().map(Vector::from))
+          .execute(tx.deref_mut())
+          .await?;
+    }
   }
   Ok(())
 }
 
 pub async fn remove_collab_embeddings(
   tx: &mut Transaction<'_, sqlx::Postgres>,
-  ids: &[String],
+  object_id: &str,
 ) -> Result<(), sqlx::Error> {
-  sqlx::query!(
-    "DELETE FROM af_collab_embeddings WHERE fragment_id IN (SELECT unnest($1::text[]))",
-    ids
-  )
-  .execute(tx.deref_mut())
-  .await?;
+  sqlx::query!("DELETE FROM af_collab_embeddings WHERE oid = $1", object_id)
+    .execute(tx.deref_mut())
+    .await?;
   Ok(())
 }
 
diff --git a/services/appflowy-collaborate/src/indexer/document_indexer.rs b/services/appflowy-collaborate/src/indexer/document_indexer.rs
index eda937a2..7cd42abb 100644
--- a/services/appflowy-collaborate/src/indexer/document_indexer.rs
+++ b/services/appflowy-collaborate/src/indexer/document_indexer.rs
@@ -4,16 +4,16 @@ use anyhow::anyhow;
 use async_trait::async_trait;
 use collab::preclude::Collab;
 
-use collab_document::document::DocumentBody;
-use collab_document::error::DocumentError;
-use collab_entity::CollabType;
-
 use app_error::AppError;
 use appflowy_ai_client::client::AppFlowyAIClient;
 use appflowy_ai_client::dto::{
   EmbeddingEncodingFormat, EmbeddingInput, EmbeddingOutput, EmbeddingRequest, EmbeddingsModel,
 };
+use collab_document::document::DocumentBody;
+use collab_document::error::DocumentError;
+use collab_entity::CollabType;
 use database_entity::dto::{AFCollabEmbeddingParams, AFCollabEmbeddings, EmbeddingContentType};
+use uuid::Uuid;
 
 use crate::indexer::{DocumentDataExt, Indexer};
 
@@ -22,6 +22,9 @@ pub struct DocumentIndexer {
 }
 
 impl DocumentIndexer {
+  /// We assume that every token is ~4 bytes. We're going to split document content into fragments
+  /// of ~2000 tokens each.
+  pub const DOC_CONTENT_SPLIT: usize = 8000;
   pub fn new(ai_client: AppFlowyAIClient) -> Arc<Self> {
     Arc::new(Self { ai_client })
   }
@@ -42,16 +45,42 @@ impl Indexer for DocumentIndexer {
     match result {
       Ok(document_data) => {
         let content = document_data.to_plain_text();
-        let plain_text_param = AFCollabEmbeddingParams {
-          fragment_id: object_id.clone(),
-          object_id: object_id.clone(),
-          collab_type: CollabType::Document,
-          content_type: EmbeddingContentType::PlainText,
-          content,
-          embedding: None,
-        };
+        let mut result = Vec::with_capacity(1 + content.len() / Self::DOC_CONTENT_SPLIT);
 
-        Ok(vec![plain_text_param])
+        let mut slice = content.as_str();
+        while slice.len() > Self::DOC_CONTENT_SPLIT {
+          // we should split document into multiple fragments
+          let (left, right) = slice.split_at(Self::DOC_CONTENT_SPLIT);
+          let param = AFCollabEmbeddingParams {
+            fragment_id: Uuid::new_v4().to_string(),
+            object_id: object_id.clone(),
+            collab_type: CollabType::Document,
+            content_type: EmbeddingContentType::PlainText,
+            content: left.to_string(),
+            embedding: None,
+          };
+          result.push(param);
+          slice = right;
+        }
+
+        let content = if slice.len() == content.len() {
+          content // we didn't slice the content
+        } else {
+          slice.to_string()
+        };
+        if !content.is_empty() {
+          let param = AFCollabEmbeddingParams {
+            fragment_id: object_id.clone(),
+            object_id: object_id.clone(),
+            collab_type: CollabType::Document,
+            content_type: EmbeddingContentType::PlainText,
+            content,
+            embedding: None,
+          };
+          result.push(param);
+        }
+
+        Ok(result)
       },
       Err(err) => {
         if matches!(err, DocumentError::NoRequiredData) {
@@ -81,7 +110,7 @@ impl Indexer for DocumentIndexer {
       .embeddings(EmbeddingRequest {
         input: EmbeddingInput::StringArray(contents),
         model: EmbeddingsModel::TextEmbedding3Small.to_string(),
-        chunk_size: 2000,
+        chunk_size: (Self::DOC_CONTENT_SPLIT / 4) as i32,
         encoding_format: EmbeddingEncodingFormat::Float,
         dimensions: 1536,
       })