diff --git a/packages/editor/core/src/hooks/use-editor.tsx b/packages/editor/core/src/hooks/use-editor.tsx
index 78d252c81..a90be65f1 100644
--- a/packages/editor/core/src/hooks/use-editor.tsx
+++ b/packages/editor/core/src/hooks/use-editor.tsx
@@ -34,7 +34,7 @@ interface CustomEditorProps {
     suggestions?: () => Promise<IMentionSuggestion[]>;
   };
   handleEditorReady?: (value: boolean) => void;
-  placeholder?: string | ((isFocused: boolean) => string);
+  placeholder?: string | ((isFocused: boolean, value: string) => string);
   tabIndex?: number;
 }
 
diff --git a/packages/editor/core/src/ui/extensions/index.tsx b/packages/editor/core/src/ui/extensions/index.tsx
index f4dbaee3b..f6afdfbc1 100644
--- a/packages/editor/core/src/ui/extensions/index.tsx
+++ b/packages/editor/core/src/ui/extensions/index.tsx
@@ -43,7 +43,7 @@ type TArguments = {
     cancelUploadImage?: () => void;
     uploadFile: UploadImage;
   };
-  placeholder?: string | ((isFocused: boolean) => string);
+  placeholder?: string | ((isFocused: boolean, value: string) => string);
   tabIndex?: number;
 };
 
@@ -147,7 +147,7 @@ export const CoreEditorExtensions = ({
 
       if (placeholder) {
         if (typeof placeholder === "string") return placeholder;
-        else return placeholder(editor.isFocused);
+        else return placeholder(editor.isFocused, editor.getHTML());
       }
 
       return "Press '/' for commands...";
diff --git a/packages/editor/document-editor/src/ui/index.tsx b/packages/editor/document-editor/src/ui/index.tsx
index 3c36ed11c..1f1c5f706 100644
--- a/packages/editor/document-editor/src/ui/index.tsx
+++ b/packages/editor/document-editor/src/ui/index.tsx
@@ -31,7 +31,7 @@ interface IDocumentEditor {
     suggestions: () => Promise<IMentionSuggestion[]>;
   };
   tabIndex?: number;
-  placeholder?: string | ((isFocused: boolean) => string);
+  placeholder?: string | ((isFocused: boolean, value: string) => string);
 }
 
 const DocumentEditor = (props: IDocumentEditor) => {
diff --git a/packages/editor/lite-text-editor/src/ui/index.tsx b/packages/editor/lite-text-editor/src/ui/index.tsx
index 71846eca7..fe9453110 100644
--- a/packages/editor/lite-text-editor/src/ui/index.tsx
+++ b/packages/editor/lite-text-editor/src/ui/index.tsx
@@ -32,7 +32,7 @@ export interface ILiteTextEditor {
     suggestions?: () => Promise<IMentionSuggestion[]>;
   };
   tabIndex?: number;
-  placeholder?: string | ((isFocused: boolean) => string);
+  placeholder?: string | ((isFocused: boolean, value: string) => string);
 }
 
 const LiteTextEditor = (props: ILiteTextEditor) => {
diff --git a/packages/editor/rich-text-editor/src/ui/index.tsx b/packages/editor/rich-text-editor/src/ui/index.tsx
index e82615b95..0cb32e543 100644
--- a/packages/editor/rich-text-editor/src/ui/index.tsx
+++ b/packages/editor/rich-text-editor/src/ui/index.tsx
@@ -35,7 +35,7 @@ export type IRichTextEditor = {
     highlights: () => Promise<IMentionHighlight[]>;
     suggestions: () => Promise<IMentionSuggestion[]>;
   };
-  placeholder?: string | ((isFocused: boolean) => string);
+  placeholder?: string | ((isFocused: boolean, value: string) => string);
   tabIndex?: number;
 };
 
diff --git a/web/components/inbox/modals/create-edit-modal/issue-description.tsx b/web/components/inbox/modals/create-edit-modal/issue-description.tsx
index c749a6700..74c62f97c 100644
--- a/web/components/inbox/modals/create-edit-modal/issue-description.tsx
+++ b/web/components/inbox/modals/create-edit-modal/issue-description.tsx
@@ -5,6 +5,8 @@ import { TIssue } from "@plane/types";
 import { Loader } from "@plane/ui";
 // components
 import { RichTextEditor } from "@/components/editor/rich-text-editor/rich-text-editor";
+// helpers
+import { getDescriptionPlaceholder } from "@/helpers/issue.helper";
 // hooks
 import { useProjectInbox } from "@/hooks/store";
 
@@ -39,10 +41,7 @@ export const InboxIssueDescription: FC<TInboxIssueDescription> = observer((props
         projectId={projectId}
         dragDropEnabled={false}
         onChange={(_description: object, description_html: string) => handleData("description_html", description_html)}
-        placeholder={(isFocused) => {
-          if (isFocused) return "Press '/' for commands...";
-          else return "Click to add description";
-        }}
+        placeholder={getDescriptionPlaceholder}
       />
     </div>
   );
diff --git a/web/components/issues/description-input.tsx b/web/components/issues/description-input.tsx
index aededa28f..b8cfbd582 100644
--- a/web/components/issues/description-input.tsx
+++ b/web/components/issues/description-input.tsx
@@ -9,6 +9,8 @@ import { Loader } from "@plane/ui";
 // components
 import { RichTextEditor, RichTextReadOnlyEditor } from "@/components/editor";
 import { TIssueOperations } from "@/components/issues/issue-detail";
+// helpers
+import { getDescriptionPlaceholder } from "@/helpers/issue.helper";
 // hooks
 import { useWorkspace } from "@/hooks/store";
 
@@ -19,7 +21,7 @@ export type IssueDescriptionInputProps = {
   initialValue: string | undefined;
   disabled?: boolean;
   issueOperations: TIssueOperations;
-  placeholder?: string | ((isFocused: boolean) => string);
+  placeholder?: string | ((isFocused: boolean, value: string) => string);
   setIsSubmitting: (initialValue: "submitting" | "submitted" | "saved") => void;
   swrIssueDescription: string | null | undefined;
 };
@@ -106,12 +108,7 @@ export const IssueDescriptionInput: FC<IssueDescriptionInputProps> = observer((p
                   debouncedFormSave();
                 }}
                 placeholder={
-                  placeholder
-                    ? placeholder
-                    : (isFocused) => {
-                        if (isFocused) return "Press '/' for commands...";
-                        else return "Click to add description";
-                      }
+                  placeholder ? placeholder : (isFocused, value) => getDescriptionPlaceholder(isFocused, value)
                 }
               />
             ) : (
diff --git a/web/components/issues/issue-modal/form.tsx b/web/components/issues/issue-modal/form.tsx
index 2e426c9e8..43bfb90e5 100644
--- a/web/components/issues/issue-modal/form.tsx
+++ b/web/components/issues/issue-modal/form.tsx
@@ -23,7 +23,7 @@ import { ParentIssuesListModal } from "@/components/issues";
 import { IssueLabelSelect } from "@/components/issues/select";
 import { CreateLabelModal } from "@/components/labels";
 import { renderFormattedPayloadDate, getDate } from "@/helpers/date-time.helper";
-import { getChangedIssuefields } from "@/helpers/issue.helper";
+import { getChangedIssuefields, getDescriptionPlaceholder } from "@/helpers/issue.helper";
 import { shouldRenderProject } from "@/helpers/project.helper";
 import { useApplication, useEstimate, useIssueDetail, useProject, useWorkspace } from "@/hooks/store";
 import { useProjectIssueProperties } from "@/hooks/use-project-issue-properties";
@@ -473,17 +473,13 @@ export const IssueFormRoot: FC<IssueFormProps> = observer((props) => {
                           workspaceSlug={workspaceSlug?.toString() as string}
                           workspaceId={workspaceId}
                           projectId={projectId}
-                          // dragDropEnabled={false}
                           onChange={(_description: object, description_html: string) => {
                             onChange(description_html);
                             handleFormChange();
                           }}
                           ref={editorRef}
                           tabIndex={getTabIndex("description_html")}
-                          placeholder={(isFocused) => {
-                            if (isFocused) return "Press '/' for commands...";
-                            else return "Click to add description";
-                          }}
+                          placeholder={getDescriptionPlaceholder}
                         />
                       )}
                     />
diff --git a/web/helpers/issue.helper.ts b/web/helpers/issue.helper.ts
index 2ac7dc7bd..614994767 100644
--- a/web/helpers/issue.helper.ts
+++ b/web/helpers/issue.helper.ts
@@ -1,13 +1,6 @@
 import differenceInCalendarDays from "date-fns/differenceInCalendarDays";
 import { v4 as uuidv4 } from "uuid";
-// helpers
-import { getDate } from "@/helpers/date-time.helper";
-import { orderArrayBy } from "@/helpers/array.helper";
 // types
-import { IGanttBlock } from "@/components/gantt-chart";
-// constants
-import { ISSUE_DISPLAY_FILTERS_BY_LAYOUT } from "@/constants/issue";
-import { STATE_GROUPS } from "@/constants/state";
 import {
   TIssue,
   TIssueGroupByOptions,
@@ -16,6 +9,13 @@ import {
   TIssueParams,
   TStateGroups,
 } from "@plane/types";
+import { IGanttBlock } from "@/components/gantt-chart";
+// constants
+import { ISSUE_DISPLAY_FILTERS_BY_LAYOUT } from "@/constants/issue";
+import { STATE_GROUPS } from "@/constants/state";
+// helpers
+import { orderArrayBy } from "@/helpers/array.helper";
+import { getDate } from "@/helpers/date-time.helper";
 
 type THandleIssuesMutation = (
   formData: Partial<TIssue>,
@@ -205,3 +205,9 @@ export const formatTextList = (TextArray: string[]): string => {
       return `${TextArray.slice(0, 3).join(", ")}, and +${count - 3} more`;
   }
 };
+
+export const getDescriptionPlaceholder = (isFocused: boolean, description: string | undefined): string => {
+  const isDescriptionEmpty = !description || description === "<p></p>" || description.trim() === "";
+  if (!isDescriptionEmpty || isFocused) return "Press '/' for commands...";
+  else return "Click to add description";
+};