diff --git a/server/Dockerfile b/server/Dockerfile
index 58bac55a..6c672ee4 100644
--- a/server/Dockerfile
+++ b/server/Dockerfile
@@ -16,10 +16,14 @@ WORKDIR /app
 COPY pyproject.toml uv.lock /app/
 RUN touch README.md && env uv sync --compile-bytecode --locked
 
+# pre-download nltk packages
+RUN uv run python -c "import nltk; nltk.download('punkt_tab'); nltk.download('averaged_perceptron_tagger')"
+
 # bootstrap
 COPY alembic.ini runserver.sh /app/
 COPY images /app/images
 COPY migrations /app/migrations
 COPY reflector /app/reflector
 WORKDIR /app
+
 CMD ["./runserver.sh"]
diff --git a/server/reflector/llm/base.py b/server/reflector/llm/base.py
index a934b6f0..5531f7a4 100644
--- a/server/reflector/llm/base.py
+++ b/server/reflector/llm/base.py
@@ -45,7 +45,7 @@ class LLM:
         downloads only if needed.
         """
         if not cls._nltk_downloaded:
-            nltk.download("punkt")
+            nltk.download("punkt_tab")
             # For POS tagging
             nltk.download("averaged_perceptron_tagger")
             cls._nltk_downloaded = True
@@ -222,7 +222,7 @@ class LLM:
             title = modified_title[0].upper() + modified_title[1:]
         except Exception as e:
             reflector_logger.info(
-                f"Failed to ensure casing on {title=} " f"with exception : {str(e)}"
+                f"Failed to ensure casing on {title=} with exception : {str(e)}"
             )
 
         return title
@@ -245,9 +245,7 @@ class LLM:
             )
             title = re.sub(pattern, "", title, flags=re.IGNORECASE)
         except Exception as e:
-            reflector_logger.info(
-                f"Failed to trim {title=} " f"with exception : {str(e)}"
-            )
+            reflector_logger.info(f"Failed to trim {title=} with exception : {str(e)}")
         return title
 
     async def _generate(