diff --git a/lib/crewai/src/crewai/agents/crew_agent_executor.py b/lib/crewai/src/crewai/agents/crew_agent_executor.py
index de19934d6..6c0d8fded 100644
--- a/lib/crewai/src/crewai/agents/crew_agent_executor.py
+++ b/lib/crewai/src/crewai/agents/crew_agent_executor.py
@@ -219,6 +219,7 @@ class CrewAgentExecutor(CrewAgentExecutorMixin):
             Final answer from the agent.
         """
         formatted_answer = None
+        last_raw_output: str | None = None
         while not isinstance(formatted_answer, AgentFinish):
             try:
                 if has_reached_max_iterations(self.iterations, self.max_iter):
@@ -244,6 +245,7 @@ class CrewAgentExecutor(CrewAgentExecutorMixin):
                     response_model=self.response_model,
                     executor_context=self,
                 )
+                last_raw_output = answer
                 if self.response_model is not None:
                     try:
                         self.response_model.model_validate_json(answer)
@@ -300,6 +302,8 @@ class CrewAgentExecutor(CrewAgentExecutorMixin):
                     iterations=self.iterations,
                     log_error_after=self.log_error_after,
                     printer=self._printer,
+                    raw_output=last_raw_output,
+                    agent_role=self.agent.role if self.agent else None,
                 )
 
             except Exception as e:
@@ -386,6 +390,7 @@ class CrewAgentExecutor(CrewAgentExecutorMixin):
             Final answer from the agent.
         """
         formatted_answer = None
+        last_raw_output: str | None = None
         while not isinstance(formatted_answer, AgentFinish):
             try:
                 if has_reached_max_iterations(self.iterations, self.max_iter):
@@ -411,6 +416,7 @@ class CrewAgentExecutor(CrewAgentExecutorMixin):
                     response_model=self.response_model,
                     executor_context=self,
                 )
+                last_raw_output = answer
 
                 if self.response_model is not None:
                     try:
@@ -467,6 +473,8 @@ class CrewAgentExecutor(CrewAgentExecutorMixin):
                     iterations=self.iterations,
                     log_error_after=self.log_error_after,
                     printer=self._printer,
+                    raw_output=last_raw_output,
+                    agent_role=self.agent.role if self.agent else None,
                 )
 
             except Exception as e:
diff --git a/lib/crewai/src/crewai/lite_agent.py b/lib/crewai/src/crewai/lite_agent.py
index 9bb3193e5..0c80bd380 100644
--- a/lib/crewai/src/crewai/lite_agent.py
+++ b/lib/crewai/src/crewai/lite_agent.py
@@ -533,6 +533,7 @@ class LiteAgent(FlowTrackable, BaseModel):
         """
         # Execute the agent loop
         formatted_answer: AgentAction | AgentFinish | None = None
+        last_raw_output: str | None = None
         while not isinstance(formatted_answer, AgentFinish):
             try:
                 if has_reached_max_iterations(self._iterations, self.max_iterations):
@@ -556,6 +557,7 @@ class LiteAgent(FlowTrackable, BaseModel):
                         from_agent=self,
                         executor_context=self,
                     )
+                    last_raw_output = answer
 
                 except Exception as e:
                     raise e
@@ -594,6 +596,8 @@ class LiteAgent(FlowTrackable, BaseModel):
                     iterations=self._iterations,
                     log_error_after=3,
                     printer=self._printer,
+                    raw_output=last_raw_output,
+                    agent_role=self.role,
                 )
 
             except Exception as e:
diff --git a/lib/crewai/src/crewai/utilities/agent_utils.py b/lib/crewai/src/crewai/utilities/agent_utils.py
index 973ad5596..b9524f1bf 100644
--- a/lib/crewai/src/crewai/utilities/agent_utils.py
+++ b/lib/crewai/src/crewai/utilities/agent_utils.py
@@ -2,6 +2,7 @@ from __future__ import annotations
 
 from collections.abc import Callable, Sequence
 import json
+import logging
 import re
 from typing import TYPE_CHECKING, Any, Final, Literal, TypedDict
 
@@ -51,6 +52,8 @@ class SummaryContent(TypedDict):
 
 console = Console()
 
+logger = logging.getLogger(__name__)
+
 _MULTIPLE_NEWLINES: Final[re.Pattern[str]] = re.compile(r"\n+")
 
 
@@ -430,6 +433,8 @@ def handle_output_parser_exception(
     iterations: int,
     log_error_after: int = 3,
     printer: Printer | None = None,
+    raw_output: str | None = None,
+    agent_role: str | None = None,
 ) -> AgentAction:
     """Handle OutputParserError by updating messages and formatted_answer.
 
@@ -439,6 +444,8 @@ def handle_output_parser_exception(
         iterations: Current iteration count
         log_error_after: Number of iterations after which to log errors
         printer: Optional printer instance for logging
+        raw_output: The raw LLM output that failed to parse
+        agent_role: The role of the agent for logging context
 
     Returns:
         AgentAction: A formatted answer with the error
@@ -452,6 +459,27 @@ def handle_output_parser_exception(
         thought="",
     )
 
+    retry_count = iterations + 1
+    agent_context = f" for agent '{agent_role}'" if agent_role else ""
+
+    logger.debug(
+        "Parse failed%s: %s",
+        agent_context,
+        e.error.split("\n")[0],
+    )
+
+    if raw_output is not None:
+        truncated_output = (
+            raw_output[:500] + "..." if len(raw_output) > 500 else raw_output
+        )
+        logger.debug(
+            "Raw output (truncated)%s: %s",
+            agent_context,
+            truncated_output.replace("\n", "\\n"),
+        )
+
+    logger.debug("Retry %d initiated%s", retry_count, agent_context)
+
     if iterations > log_error_after and printer:
         printer.print(
             content=f"Error parsing LLM output, agent will retry: {e.error}",
diff --git a/lib/crewai/tests/utilities/test_agent_utils.py b/lib/crewai/tests/utilities/test_agent_utils.py
new file mode 100644
index 000000000..0b9a1e91d
--- /dev/null
+++ b/lib/crewai/tests/utilities/test_agent_utils.py
@@ -0,0 +1,240 @@
+"""Tests for agent_utils module, specifically debug logging for OutputParserError."""
+
+import logging
+from unittest.mock import MagicMock
+
+import pytest
+
+from crewai.agents.parser import AgentAction, OutputParserError
+from crewai.utilities.agent_utils import handle_output_parser_exception
+
+
+class TestHandleOutputParserExceptionDebugLogging:
+    """Tests for debug logging in handle_output_parser_exception."""
+
+    def test_debug_logging_with_raw_output_and_agent_role(self, caplog: pytest.LogCaptureFixture) -> None:
+        """Test that debug logging includes raw output and agent role when provided."""
+        error = OutputParserError("Invalid Format: I missed the 'Action:' after 'Thought:'.")
+        messages: list[dict[str, str]] = []
+        raw_output = "Let me think about this... The answer is..."
+        agent_role = "Researcher"
+
+        with caplog.at_level(logging.DEBUG):
+            result = handle_output_parser_exception(
+                e=error,
+                messages=messages,
+                iterations=0,
+                raw_output=raw_output,
+                agent_role=agent_role,
+            )
+
+        assert isinstance(result, AgentAction)
+        assert "Parse failed for agent 'Researcher'" in caplog.text
+        assert "Raw output (truncated) for agent 'Researcher'" in caplog.text
+        assert "Let me think about this... The answer is..." in caplog.text
+        assert "Retry 1 initiated for agent 'Researcher'" in caplog.text
+
+    def test_debug_logging_without_agent_role(self, caplog: pytest.LogCaptureFixture) -> None:
+        """Test that debug logging works without agent role."""
+        error = OutputParserError("Invalid Format: I missed the 'Action:' after 'Thought:'.")
+        messages: list[dict[str, str]] = []
+        raw_output = "Some raw output"
+
+        with caplog.at_level(logging.DEBUG):
+            result = handle_output_parser_exception(
+                e=error,
+                messages=messages,
+                iterations=0,
+                raw_output=raw_output,
+            )
+
+        assert isinstance(result, AgentAction)
+        assert "Parse failed:" in caplog.text
+        assert "for agent" not in caplog.text.split("Parse failed:")[1].split("\n")[0]
+        assert "Raw output (truncated):" in caplog.text
+        assert "Retry 1 initiated" in caplog.text
+
+    def test_debug_logging_without_raw_output(self, caplog: pytest.LogCaptureFixture) -> None:
+        """Test that debug logging works without raw output."""
+        error = OutputParserError("Invalid Format: I missed the 'Action:' after 'Thought:'.")
+        messages: list[dict[str, str]] = []
+
+        with caplog.at_level(logging.DEBUG):
+            result = handle_output_parser_exception(
+                e=error,
+                messages=messages,
+                iterations=0,
+                agent_role="Researcher",
+            )
+
+        assert isinstance(result, AgentAction)
+        assert "Parse failed for agent 'Researcher'" in caplog.text
+        assert "Raw output (truncated)" not in caplog.text
+        assert "Retry 1 initiated for agent 'Researcher'" in caplog.text
+
+    def test_debug_logging_truncates_long_raw_output(self, caplog: pytest.LogCaptureFixture) -> None:
+        """Test that raw output is truncated when longer than 500 characters."""
+        error = OutputParserError("Invalid Format")
+        messages: list[dict[str, str]] = []
+        long_output = "A" * 600
+
+        with caplog.at_level(logging.DEBUG):
+            handle_output_parser_exception(
+                e=error,
+                messages=messages,
+                iterations=0,
+                raw_output=long_output,
+                agent_role="Researcher",
+            )
+
+        assert "A" * 500 + "..." in caplog.text
+        assert "A" * 600 not in caplog.text
+
+    def test_debug_logging_does_not_truncate_short_raw_output(self, caplog: pytest.LogCaptureFixture) -> None:
+        """Test that short raw output is not truncated."""
+        error = OutputParserError("Invalid Format")
+        messages: list[dict[str, str]] = []
+        short_output = "Short output"
+
+        with caplog.at_level(logging.DEBUG):
+            handle_output_parser_exception(
+                e=error,
+                messages=messages,
+                iterations=0,
+                raw_output=short_output,
+                agent_role="Researcher",
+            )
+
+        assert "Short output" in caplog.text
+        assert "..." not in caplog.text.split("Short output")[1].split("\n")[0]
+
+    def test_debug_logging_retry_count_increments(self, caplog: pytest.LogCaptureFixture) -> None:
+        """Test that retry count is correctly calculated from iterations."""
+        error = OutputParserError("Invalid Format")
+        messages: list[dict[str, str]] = []
+
+        with caplog.at_level(logging.DEBUG):
+            handle_output_parser_exception(
+                e=error,
+                messages=messages,
+                iterations=4,
+                raw_output="test",
+                agent_role="Researcher",
+            )
+
+        assert "Retry 5 initiated" in caplog.text
+
+    def test_debug_logging_escapes_newlines_in_raw_output(self, caplog: pytest.LogCaptureFixture) -> None:
+        """Test that newlines in raw output are escaped for readability."""
+        error = OutputParserError("Invalid Format")
+        messages: list[dict[str, str]] = []
+        output_with_newlines = "Line 1\nLine 2\nLine 3"
+
+        with caplog.at_level(logging.DEBUG):
+            handle_output_parser_exception(
+                e=error,
+                messages=messages,
+                iterations=0,
+                raw_output=output_with_newlines,
+                agent_role="Researcher",
+            )
+
+        assert "Line 1\\nLine 2\\nLine 3" in caplog.text
+
+    def test_debug_logging_extracts_first_line_of_error(self, caplog: pytest.LogCaptureFixture) -> None:
+        """Test that only the first line of the error message is logged."""
+        error = OutputParserError("First line of error\nSecond line\nThird line")
+        messages: list[dict[str, str]] = []
+
+        with caplog.at_level(logging.DEBUG):
+            handle_output_parser_exception(
+                e=error,
+                messages=messages,
+                iterations=0,
+                agent_role="Researcher",
+            )
+
+        assert "First line of error" in caplog.text
+        parse_failed_line = [line for line in caplog.text.split("\n") if "Parse failed" in line][0]
+        assert "Second line" not in parse_failed_line
+
+    def test_messages_updated_with_error(self) -> None:
+        """Test that messages list is updated with the error."""
+        error = OutputParserError("Test error message")
+        messages: list[dict[str, str]] = []
+
+        handle_output_parser_exception(
+            e=error,
+            messages=messages,
+            iterations=0,
+        )
+
+        assert len(messages) == 1
+        assert messages[0]["role"] == "user"
+        assert messages[0]["content"] == "Test error message"
+
+    def test_returns_agent_action_with_error_text(self) -> None:
+        """Test that the function returns an AgentAction with the error text."""
+        error = OutputParserError("Test error message")
+        messages: list[dict[str, str]] = []
+
+        result = handle_output_parser_exception(
+            e=error,
+            messages=messages,
+            iterations=0,
+        )
+
+        assert isinstance(result, AgentAction)
+        assert result.text == "Test error message"
+        assert result.tool == ""
+        assert result.tool_input == ""
+        assert result.thought == ""
+
+    def test_printer_logs_after_log_error_after_iterations(self) -> None:
+        """Test that printer logs error after log_error_after iterations."""
+        error = OutputParserError("Test error")
+        messages: list[dict[str, str]] = []
+        printer = MagicMock()
+
+        handle_output_parser_exception(
+            e=error,
+            messages=messages,
+            iterations=4,
+            log_error_after=3,
+            printer=printer,
+        )
+
+        printer.print.assert_called_once()
+        call_args = printer.print.call_args
+        assert "Error parsing LLM output" in call_args.kwargs["content"]
+        assert call_args.kwargs["color"] == "red"
+
+    def test_printer_does_not_log_before_log_error_after_iterations(self) -> None:
+        """Test that printer does not log before log_error_after iterations."""
+        error = OutputParserError("Test error")
+        messages: list[dict[str, str]] = []
+        printer = MagicMock()
+
+        handle_output_parser_exception(
+            e=error,
+            messages=messages,
+            iterations=2,
+            log_error_after=3,
+            printer=printer,
+        )
+
+        printer.print.assert_not_called()
+
+    def test_backward_compatibility_without_new_parameters(self) -> None:
+        """Test that the function works without the new optional parameters."""
+        error = OutputParserError("Test error")
+        messages: list[dict[str, str]] = []
+
+        result = handle_output_parser_exception(
+            e=error,
+            messages=messages,
+            iterations=0,
+        )
+
+        assert isinstance(result, AgentAction)
+        assert len(messages) == 1