diff --git a/litellm/litellm_core_utils/redact_messages.py b/litellm/litellm_core_utils/redact_messages.py
index 358b2e6d72c..681f1080022 100644
--- a/litellm/litellm_core_utils/redact_messages.py
+++ b/litellm/litellm_core_utils/redact_messages.py
@@ -450,8 +450,9 @@ _STRUCTURAL_KEYS: Final = frozenset({"role", "type", "id", "tool_call_id", "name
 _MIN_UNQUOTED_TEXT_LENGTH: Final = 4
 # pydantic shows a long input value as its repr's first 25 and last 24 characters around "...", quotes and
 # container keys included, so each side of the cut shows at most 24 characters of a quoted text
-_CUT_ECHO_HEAD: Final = re.compile(r"(?<=['\"])[^'\"]{1,24}(?=\.\.\.)")
-_CUT_ECHO_TAIL: Final = re.compile(r"(?<=\.\.\.)[^'\"]{1,24}(?=['\"])")
+_CUT_SIDE_LENGTH: Final = 24
+_CUT_ECHO_HEAD: Final = re.compile(rf"(?<=['\"])[^'\"]{{1,{_CUT_SIDE_LENGTH}}}(?=\.\.\.)")
+_CUT_ECHO_TAIL: Final = re.compile(rf"(?<=\.\.\.)[^'\"]{{1,{_CUT_SIDE_LENGTH}}}(?=['\"])")
 _MAX_SCRUB_COMPARISONS: Final = 10_000_000
 
 
@@ -493,6 +494,15 @@ def _echo_forms(text: str) -> frozenset[str]:
     return frozenset({text, json.dumps(text)[1:-1], json.dumps(text, ensure_ascii=False)[1:-1], repr(text)[1:-1]})
 
 
+def _cut_sides(text: str) -> str:
+    """
+    The start and end of ``text`` that a pydantic cut can show, for a text too long to be quoted whole, with
+    ``text``'s quote characters between them so repr escapes the sides as it escapes the whole ``text``.
+    """
+    quotes: Final = "".join(quote for quote in "'\"" if quote in text)
+    return f"{text[:_CUT_SIDE_LENGTH]}{quotes}{text[-_CUT_SIDE_LENGTH:]}"
+
+
 def _cut_echoes(text: str, forms: Collection[str]) -> tuple[tuple[str, str], ...]:
     """
     Each side of a quoted value ``text`` cuts short with ``...`` that starts or ends one of ``forms``, as
@@ -524,9 +534,14 @@ def scrub_request_text(text: str, texts: Collection[str]) -> str:
         return text
     if len(text) * len(texts) > _MAX_SCRUB_COMPARISONS:
         return REDACTED_BY_LITELLM
-    forms: Final = frozenset(itertools.chain.from_iterable(map(_echo_forms, texts)))
+    forms: Final = frozenset(
+        itertools.chain.from_iterable(_echo_forms(each) for each in texts if len(each) <= len(text))
+    )
+    cut_forms: Final = frozenset(
+        itertools.chain.from_iterable(_echo_forms(_cut_sides(each)) for each in texts if len(each) > len(text))
+    )
     echoes: Final = sorted(
-        (*((form, _echo_pattern(form)) for form in forms if form in text), *_cut_echoes(text, forms)),
+        (*((form, _echo_pattern(form)) for form in forms if form in text), *_cut_echoes(text, forms | cut_forms)),
         key=lambda echo: len(echo[0]),
         reverse=True,
     )
diff --git a/tests/unit/litellm_core_utils/test_redact_messages.py b/tests/unit/litellm_core_utils/test_redact_messages.py
index 632957d08ee..78739ab6f25 100644
--- a/tests/unit/litellm_core_utils/test_redact_messages.py
+++ b/tests/unit/litellm_core_utils/test_redact_messages.py
@@ -11,6 +11,7 @@ import importlib
 import json
 import os
 import threading
+import tracemalloc
 from collections.abc import AsyncIterator, Mapping
 from datetime import datetime
 from types import MappingProxyType, SimpleNamespace
@@ -2084,6 +2085,7 @@ def test_perform_redaction_strips_the_matched_text_from_the_bedrock_guardrail_tr
 
 
 PROMPT: Final = "my ssn is 123-45-6789\nand my pin is 4321, keep both safe"
+LONG_PROMPT: Final = f"my ssn is 123-45-6789 'keep it' and \"safe\" {'and more ' * 200}until the end"
 
 
 @pytest.mark.parametrize(
@@ -2101,14 +2103,21 @@ def test_scrub_request_text_replaces_each_way_an_error_quotes_the_prompt(quoted:
 
 @pytest.mark.parametrize(
     "value",
-    [PROMPT, [PROMPT], {"content": PROMPT}, [{"content": PROMPT}]],
-    ids=["str", "list", "dict", "nested_under_12_characters"],
+    [PROMPT, [PROMPT], {"content": PROMPT}, [{"content": PROMPT}], [{"content": LONG_PROMPT}], [LONG_PROMPT]],
+    ids=[
+        "str",
+        "list",
+        "dict",
+        "nested_under_12_characters",
+        "text_longer_than_the_error",
+        "text_longer_than_the_error_cut_inside_an_escaped_quote",
+    ],
 )
 def test_scrub_request_text_replaces_both_sides_of_a_pydantic_cut_input_value(value: object) -> None:
     with pytest.raises(ValidationError, match="input_value=") as raised:
         TypeAdapter(int).validate_python(value)
 
-    scrubbed: Final = scrub_request_text(str(raised.value), request_texts(PROMPT))
+    scrubbed: Final = scrub_request_text(str(raised.value), request_texts(value))
 
     assert "my ssn" not in scrubbed and "4321" not in scrubbed
     assert "redacted-by-litellm...redacted-by-litellm" in scrubbed
@@ -2130,6 +2139,25 @@ def test_scrub_request_text_replaces_the_whole_text_when_the_search_is_too_large
     assert scrub_request_text("x" * 5_000, texts) == "redacted-by-litellm"
 
 
+def test_scrub_request_text_never_copies_a_request_text_longer_than_the_error() -> None:
+    error: Final = "litellm.RateLimitError: rate limit reached for gpt-4o"
+    image_urls: Final = request_texts([f"data:image/png;base64,{index}{'A' * 1_000_000}" for index in range(4)])
+    already_tracing: Final = tracemalloc.is_tracing()
+    if not already_tracing:
+        tracemalloc.start()
+    tracemalloc.reset_peak()
+    baseline, _ = tracemalloc.get_traced_memory()
+    try:
+        scrubbed: Final = scrub_request_text(error, image_urls)
+        _, peak = tracemalloc.get_traced_memory()
+    finally:
+        if not already_tracing:
+            tracemalloc.stop()
+
+    assert scrubbed == error
+    assert peak - baseline < 1_000_000, f"scrubbing a short error allocated {peak - baseline} bytes, copying the images"
+
+
 def test_request_texts_reads_content_and_skips_structural_fields() -> None:
     texts: Final = request_texts(
         [