diff --git a/.gitignore b/.gitignore
index 1628facd1..e24f22615 100644
--- a/.gitignore
+++ b/.gitignore
@@ -3,6 +3,7 @@ target/
 .idea/
 .vscode/
 .devcontainer/
+.fastembed_cache/
 
 # env
 .env
diff --git a/rig-core/src/providers/deepseek.rs b/rig-core/src/providers/deepseek.rs
index 099cfd4be..036fbf75a 100644
--- a/rig-core/src/providers/deepseek.rs
+++ b/rig-core/src/providers/deepseek.rs
@@ -11,6 +11,7 @@
 
 use crate::client::{CompletionClient, ProviderClient};
 use crate::json_utils::merge;
+use crate::message::Document;
 use crate::providers::openai;
 use crate::providers::openai::send_compatible_streaming_request;
 use crate::streaming::StreamingCompletionResponse;
@@ -236,6 +237,12 @@ impl TryFrom<message::Message> for Vec<Message> {
                             content: text.text,
                             name: None,
                         }),
+                        message::UserContent::Document(Document { data, .. }) => {
+                            Some(Message::User {
+                                content: data,
+                                name: None,
+                            })
+                        }
                         _ => None,
                     })
                     .collect::<Vec<_>>();
@@ -391,9 +398,11 @@ impl DeepSeekCompletionModel {
     ) -> Result<serde_json::Value, CompletionError> {
         // Build up the order of messages (context, chat_history, prompt)
         let mut partial_history = vec![];
+
         if let Some(docs) = completion_request.normalized_documents() {
             partial_history.push(docs);
         }
+
         partial_history.extend(completion_request.chat_history);
 
         // Initialize full history with preamble (or empty if non-existent)
@@ -452,6 +461,8 @@ impl CompletionModel for DeepSeekCompletionModel {
     > {
         let request = self.create_completion_request(completion_request)?;
 
+        tracing::debug!("DeepSeek completion request: {request:?}");
+
         let response = self
             .client
             .post("/chat/completions")