diff --git a/lib/crewai/src/crewai/skills/loader.py b/lib/crewai/src/crewai/skills/loader.py
index 736bf6306..79c6ee3f9 100644
--- a/lib/crewai/src/crewai/skills/loader.py
+++ b/lib/crewai/src/crewai/skills/loader.py
@@ -6,6 +6,7 @@ for agent use, and format skill context for prompt injection.
 
 from __future__ import annotations
 
+import logging
 from pathlib import Path
 from typing import TYPE_CHECKING
 
@@ -30,6 +31,9 @@ from crewai.skills.parser import (
 )
 
 
+_logger = logging.getLogger(__name__)
+
+
 def discover_skills(
     search_path: Path,
     source: BaseAgent | None = None,
@@ -80,6 +84,7 @@ def discover_skills(
                     ),
                 )
         except Exception as e:
+            _logger.warning("Failed to load skill from %s: %s", child, e)
             if source is not None:
                 crewai_event_bus.emit(
                     source,
diff --git a/lib/crewai/src/crewai/skills/parser.py b/lib/crewai/src/crewai/skills/parser.py
index 9d8896df9..3463fe541 100644
--- a/lib/crewai/src/crewai/skills/parser.py
+++ b/lib/crewai/src/crewai/skills/parser.py
@@ -6,6 +6,7 @@ and provides progressive loading functions for skill data.
 
 from __future__ import annotations
 
+import logging
 from pathlib import Path
 import re
 from typing import Any
@@ -21,8 +22,12 @@ from crewai.skills.models import (
 from crewai.skills.validation import validate_directory_name
 
 
+_logger = logging.getLogger(__name__)
+
+
 SKILL_FILENAME: str = "SKILL.md"
 _CLOSING_DELIMITER: re.Pattern[str] = re.compile(r"\n---[ \t]*(?:\n|$)")
+_MAX_BODY_CHARS: int = 50_000
 
 
 class SkillParseError(ValueError):
@@ -127,6 +132,14 @@ def load_skill_instructions(skill: Skill) -> Skill:
 
     skill_md_path = skill.path / SKILL_FILENAME
     _, body = parse_skill_md(skill_md_path)
+    if len(body) > _MAX_BODY_CHARS:
+        _logger.warning(
+            "SKILL.md body for '%s' is %d chars (threshold: %d). "
+            "Large bodies may consume significant context window when injected into prompts.",
+            skill.name,
+            len(body),
+            _MAX_BODY_CHARS,
+        )
     return skill.with_disclosure_level(
         level=DisclosureLevel.INSTRUCTIONS,
         instructions=body,