diff --git a/src/processor/text_to_jsonl.py b/src/processor/text_to_jsonl.py
index 0eb60e6c..4d88a612 100644
--- a/src/processor/text_to_jsonl.py
+++ b/src/processor/text_to_jsonl.py
@@ -24,11 +24,13 @@ class TextToJsonl(ABC):
         return lambda entry: hashlib.md5(bytes(getattr(entry, key), encoding='utf-8')).hexdigest()
 
     @staticmethod
-    def split_entries_by_max_tokens(entries: list[Entry], max_tokens: int=256) -> list[Entry]:
+    def split_entries_by_max_tokens(entries: list[Entry], max_tokens: int=256, max_word_length: int=500) -> list[Entry]:
         "Split entries if compiled entry length exceeds the max tokens supported by the ML model."
         chunked_entries: list[Entry] = []
         for entry in entries:
             compiled_entry_words = entry.compiled.split()
+            # Drop long words instead of having entry truncated to maintain quality of entry processed by models
+            compiled_entry_words = [word for word in compiled_entry_words if len(word) <= max_word_length]
             for chunk_index in range(0, len(compiled_entry_words), max_tokens):
                 compiled_entry_words_chunk = compiled_entry_words[chunk_index:chunk_index + max_tokens]
                 compiled_entry_chunk = ' '.join(compiled_entry_words_chunk)
diff --git a/tests/test_org_to_jsonl.py b/tests/test_org_to_jsonl.py
index fe64cc67..3f30b7fc 100644
--- a/tests/test_org_to_jsonl.py
+++ b/tests/test_org_to_jsonl.py
@@ -5,6 +5,7 @@ import json
 from src.processor.org_mode.org_to_jsonl import OrgToJsonl
 from src.processor.text_to_jsonl import TextToJsonl
 from src.utils.helpers import is_none_or_empty
+from src.utils.rawconfig import Entry
 
 
 def test_configure_heading_entry_to_jsonl(tmp_path):
@@ -61,6 +62,24 @@ def test_entry_split_when_exceeds_max_words(tmp_path):
     assert len(jsonl_data) == 2
 
 
+def test_entry_split_drops_large_words(tmp_path):
+    "Ensure entries drops words larger than specified max word length from compiled version."
+    # Arrange
+    entry_text = f'''*** Heading
+    \t\r
+    Body Line 1
+    '''
+    entry = Entry(raw=entry_text, compiled=entry_text)
+
+    # Act
+    # Split entry by max words and drop words larger than max word length
+    processed_entry = TextToJsonl.split_entries_by_max_tokens([entry], max_word_length = 5)[0]
+
+    # Assert
+    # "Heading" dropped from compiled version because its over the set max word limit
+    assert len(processed_entry.compiled.split()) == len(entry_text.split()) - 1
+
+
 def test_entry_with_body_to_jsonl(tmp_path):
     "Ensure entries with valid body text are loaded."
     # Arrange