diff --git a/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/Binding/Widgets_form_input_table_default_validation.js b/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/Binding/Widgets_form_input_table_default_validation.js
index 146e4021c0..d9181f25b4 100644
--- a/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/Binding/Widgets_form_input_table_default_validation.js
+++ b/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/Binding/Widgets_form_input_table_default_validation.js
@@ -33,10 +33,10 @@ describe("Binding the multiple input Widget", function() {
         .first()
         .invoke("attr", "value")
         .should("contain", tabValue);
-//       cy.get(publish.inputWidget + " " + "input")
-//         .last()
-//         .invoke("attr", "value")
-//         .should("contain", tabValue);
+      //       cy.get(publish.inputWidget + " " + "input")
+      //         .last()
+      //         .invoke("attr", "value")
+      //         .should("contain", tabValue);
     });
   });
 });
diff --git a/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/Binding/aTobAndbToaBasictest_spec.js b/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/Binding/aTobAndbToaBasictest_spec.js
index 0b0636d4f9..9909e7e9a7 100644
--- a/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/Binding/aTobAndbToaBasictest_spec.js
+++ b/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/Binding/aTobAndbToaBasictest_spec.js
@@ -6,12 +6,12 @@ const widgetsPage = require("../../../../locators/Widgets.json");
 const publish = require("../../../../locators/publishWidgetspage.json");
 const testdata = require("../../../../fixtures/testdata.json");
 
-describe("aTob and bToa library tests ", function () {
+describe("aTob and bToa library tests ", function() {
   before(() => {
     cy.addDsl(dsl);
   });
 
-  it("Input widget test with default value for atob method", function () {
+  it("Input widget test with default value for atob method", function() {
     cy.SearchEntityandOpen("Input1");
     cy.get(widgetsPage.defaultInput).type(testdata.atobInput);
     cy.get(commonlocators.editPropCrossButton).click({ force: true });
@@ -22,7 +22,7 @@ describe("aTob and bToa library tests ", function () {
     );
   });
 
-  it("Input widget test with default value for btoa method", function () {
+  it("Input widget test with default value for btoa method", function() {
     cy.SearchEntityandOpen("Input2");
     cy.get(widgetsPage.defaultInput).type(testdata.btoaInput);
     cy.get(commonlocators.editPropCrossButton).click({ force: true });
@@ -33,7 +33,7 @@ describe("aTob and bToa library tests ", function () {
     );
   });
 
-  it("publish widget and validate the data displayed in input widgets value for aToB and bToa", function () {
+  it("publish widget and validate the data displayed in input widgets value for aToB and bToa", function() {
     cy.PublishtheApp();
     cy.get(publish.inputWidget + " " + "input")
       .first()
diff --git a/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/Binding/loadashBasictest_spec.js b/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/Binding/loadashBasictest_spec.js
index bb8059b63e..6d30dabefc 100644
--- a/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/Binding/loadashBasictest_spec.js
+++ b/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/Binding/loadashBasictest_spec.js
@@ -6,12 +6,12 @@ const widgetsPage = require("../../../../locators/Widgets.json");
 const publish = require("../../../../locators/publishWidgetspage.json");
 const testdata = require("../../../../fixtures/testdata.json");
 
-describe("Loadash basic test with input Widget", function () {
+describe("Loadash basic test with input Widget", function() {
   before(() => {
     cy.addDsl(dsl);
   });
 
-  it("Input widget test with default value from another Input widget", function () {
+  it("Input widget test with default value from another Input widget", function() {
     cy.SearchEntityandOpen("Input1");
     cy.get(widgetsPage.defaultInput).type(testdata.defaultInputBinding);
     cy.get(commonlocators.editPropCrossButton).click({ force: true });
@@ -22,7 +22,7 @@ describe("Loadash basic test with input Widget", function () {
     );
   });
 
-  it("Input widget test with default value for loadash function", function () {
+  it("Input widget test with default value for loadash function", function() {
     cy.SearchEntityandOpen("Input2");
     cy.get(widgetsPage.defaultInput).type(testdata.loadashInput);
     cy.get(commonlocators.editPropCrossButton).click({ force: true });
@@ -33,7 +33,7 @@ describe("Loadash basic test with input Widget", function () {
     );
   });
 
-  it("publish widget and validate the data displayed in input widgets from loadash function", function () {
+  it("publish widget and validate the data displayed in input widgets from loadash function", function() {
     cy.PublishtheApp();
     cy.get(publish.inputWidget + " " + "input")
       .first()
diff --git a/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/Binding/momentBasictest_spec.js b/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/Binding/momentBasictest_spec.js
index 27caea2086..19fdd3942e 100644
--- a/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/Binding/momentBasictest_spec.js
+++ b/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/Binding/momentBasictest_spec.js
@@ -6,12 +6,12 @@ const widgetsPage = require("../../../../locators/Widgets.json");
 const publish = require("../../../../locators/publishWidgetspage.json");
 const testdata = require("../../../../fixtures/testdata.json");
 
-describe("Moment basic test with input Widget", function () {
+describe("Moment basic test with input Widget", function() {
   before(() => {
     cy.addDsl(dsl);
   });
 
-  it("Input widget test with default value from another Input widget", function () {
+  it("Input widget test with default value from another Input widget", function() {
     cy.SearchEntityandOpen("Input1");
     cy.get(widgetsPage.defaultInput).type(testdata.defaultInputBinding);
     cy.get(commonlocators.editPropCrossButton).click({ force: true });
@@ -22,7 +22,7 @@ describe("Moment basic test with input Widget", function () {
     );
   });
 
-  it("Binding second input widget with first input widget and validating", function () {
+  it("Binding second input widget with first input widget and validating", function() {
     cy.SearchEntityandOpen("Input2");
     cy.get(widgetsPage.defaultInput).type(testdata.momentInput);
     cy.get(commonlocators.editPropCrossButton).click({ force: true });
@@ -33,7 +33,7 @@ describe("Moment basic test with input Widget", function () {
     );
   });
 
-  it("publish widget and validate the data displayed in input widgets", function () {
+  it("publish widget and validate the data displayed in input widgets", function() {
     var currentTime = new Date();
     cy.PublishtheApp();
     cy.get(publish.inputWidget + " " + "input")
diff --git a/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/LayoutWidgets/Tab_spec.js b/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/LayoutWidgets/Tab_spec.js
index 26c376d3a4..6261817622 100644
--- a/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/LayoutWidgets/Tab_spec.js
+++ b/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/LayoutWidgets/Tab_spec.js
@@ -112,7 +112,7 @@ describe("Tab widget test", function() {
       .should("be.visible");
     cy.get(publish.backToEditor).click();
   });
-/* Test to be revisted as the undo action is inconsistent in automation
+  /* Test to be revisted as the undo action is inconsistent in automation
   it("Tab Widget Functionality To Check undo action after delete", function() {
     cy.openPropertyPane("tabswidget");
     cy.get(Layoutpage.tabDelete)
diff --git a/app/client/src/components/editorComponents/Debugger/LogItem.tsx b/app/client/src/components/editorComponents/Debugger/LogItem.tsx
index ebf355ba41..ba57bef865 100644
--- a/app/client/src/components/editorComponents/Debugger/LogItem.tsx
+++ b/app/client/src/components/editorComponents/Debugger/LogItem.tsx
@@ -5,7 +5,6 @@ import { Message, Severity, SourceEntity } from "entities/AppsmithConsole";
 import React, { useCallback, useState } from "react";
 import ReactJson from "react-json-view";
 import styled from "styled-components";
-import { isString } from "lodash";
 import EntityLink, { DebuggerLinkUI } from "./EntityLink";
 import { SeverityIcon, SeverityIconColor } from "./helpers";
 import { useDispatch } from "react-redux";
@@ -102,7 +101,7 @@ const Log = styled.div<{ collapsed: boolean }>`
 `;
 
 const JsonWrapper = styled.div`
-  padding-top: 4px;
+  padding-top: ${(props) => props.theme.spaces[1]}px;
   svg {
     color: ${(props) => props.theme.colors.debugger.jsonIcon} !important;
     height: 12px !important;
@@ -139,6 +138,10 @@ const StyledSearchIcon = styled(Icon)`
   }
 `;
 
+const MessageWrapper = styled.div`
+  padding-top: ${(props) => props.theme.spaces[1]}px;
+`;
+
 export const getLogItemProps = (e: Message) => {
   return {
     icon: SeverityIcon[e.severity] as IconName,
@@ -149,9 +152,9 @@ export const getLogItemProps = (e: Message) => {
     timeTaken: e.timeTaken ? `${e.timeTaken}ms` : "",
     severity: e.severity,
     text: e.text,
-    message: e.message && isString(e.message) ? e.message : "",
     state: e.state,
     id: e.source ? e.source.id : undefined,
+    messages: e.messages,
   };
 };
 
@@ -163,11 +166,11 @@ type LogItemProps = {
   timeTaken: string;
   severity: Severity;
   text: string;
-  message: string;
   state?: Record<string, any>;
   id?: string;
   source?: SourceEntity;
   expand?: boolean;
+  messages: Message["messages"];
 };
 
 function LogItem(props: LogItemProps) {
@@ -182,12 +185,12 @@ function LogItem(props: LogItemProps) {
     },
     collapsed: 1,
   };
-  const showToggleIcon = props.state || props.message;
+  const showToggleIcon = props.state || props.messages;
   const dispatch = useDispatch();
 
-  const openHelpModal = useCallback((e) => {
+  const openHelpModal = useCallback((e, message?: string) => {
     e.stopPropagation();
-    const text = props.message || props.text;
+    const text = message || props.text;
 
     AnalyticsUtil.logEvent("OPEN_OMNIBAR", {
       source: "DEBUGGER",
@@ -196,6 +199,7 @@ function LogItem(props: LogItemProps) {
     dispatch(setGlobalSearchQuery(text || ""));
     dispatch(toggleShowGlobalSearchModal());
   }, []);
+  const messages = props.messages || [];
 
   return (
     <Log
@@ -248,13 +252,18 @@ function LogItem(props: LogItemProps) {
 
         {showToggleIcon && (
           <StyledCollapse isOpen={isOpen} keepChildrenMounted>
-            {props.message && (
-              <div>
-                <span className="debugger-message" onClick={openHelpModal}>
-                  {props.message}
-                </span>
-              </div>
-            )}
+            {messages.map((e) => {
+              return (
+                <MessageWrapper key={e.message}>
+                  <span
+                    className="debugger-message"
+                    onClick={(event) => openHelpModal(event, e.message)}
+                  >
+                    {e.message}
+                  </span>
+                </MessageWrapper>
+              );
+            })}
             {props.state && (
               <JsonWrapper
                 className="t--debugger-log-state"
diff --git a/app/client/src/entities/AppsmithConsole/index.ts b/app/client/src/entities/AppsmithConsole/index.ts
index 4d15eb84b1..caa66bcb44 100644
--- a/app/client/src/entities/AppsmithConsole/index.ts
+++ b/app/client/src/entities/AppsmithConsole/index.ts
@@ -50,9 +50,14 @@ export interface LogActionPayload {
   // What is the log about. Is it a datasource update, widget update, eval error etc.
   logType?: LOG_TYPE;
   text: string;
-  // More contextual message
-  message?: string;
   // Time taken for the event to complete
+  messages?: Array<{
+    // More contextual message than `text`
+    message: string;
+    // The section of code being referred to
+    // codeSegment?: string;
+  }>;
+
   timeTaken?: string;
   // "where" source entity and propertyPsath.
   source?: SourceEntity;
diff --git a/app/client/src/sagas/ActionExecutionSagas.ts b/app/client/src/sagas/ActionExecutionSagas.ts
index 13fbab4aa3..2a91260b33 100644
--- a/app/client/src/sagas/ActionExecutionSagas.ts
+++ b/app/client/src/sagas/ActionExecutionSagas.ts
@@ -534,7 +534,7 @@ export function* executeActionSaga(
           id: actionId,
         },
         state: response.data?.request ?? null,
-        message: payload.body as string,
+        messages: [{ message: payload.body as string }],
       });
       PerformanceTracker.stopAsyncTracking(
         PerformanceTransactionName.EXECUTE_ACTION,
@@ -872,9 +872,13 @@ function* runActionSaga(
             name: actionObject.name,
             id: actionId,
           },
-          message: !isString(payload.body)
-            ? JSON.stringify(payload.body)
-            : payload.body,
+          messages: [
+            {
+              message: !isString(payload.body)
+                ? JSON.stringify(payload.body)
+                : payload.body,
+            },
+          ],
           state: response.data?.request ?? null,
         });
 
@@ -983,7 +987,7 @@ function* executePageLoadAction(pageAction: PageAction) {
           id: pageAction.id,
         },
         state: response.data?.request ?? null,
-        message: JSON.stringify(body),
+        messages: [{ message: JSON.stringify(body) }],
       });
 
       yield put(
diff --git a/app/client/src/sagas/EvaluationsSaga.ts b/app/client/src/sagas/EvaluationsSaga.ts
index 9c37446a41..d61b9270d8 100644
--- a/app/client/src/sagas/EvaluationsSaga.ts
+++ b/app/client/src/sagas/EvaluationsSaga.ts
@@ -108,13 +108,17 @@ function getLatestEvalPropertyErrors(
       if (evalErrors.length) {
         // TODO Rank and set the most critical error
         const error = evalErrors[0];
+        const errorMessages = evalErrors.map((e) => ({
+          message: e.errorMessage,
+        }));
+
         // Add or update
         updatedDebuggerErrors[debuggerKey] = {
           logType: LOG_TYPE.EVAL_ERROR,
           text: PropertyEvalErrorTypeDebugMessage[error.errorType](
             propertyPath,
           ),
-          message: JSON.stringify(error.errorMessage),
+          messages: errorMessages,
           severity: error.severity,
           timestamp: moment().format("hh:mm:ss"),
           source: {
@@ -124,7 +128,7 @@ function getLatestEvalPropertyErrors(
             propertyPath: propertyPath,
           },
           state: {
-            value: evaluatedValue,
+            [propertyPath]: evaluatedValue,
           },
         };
       } else if (debuggerKey in updatedDebuggerErrors) {