diff --git a/build/bin/textualize.app/Contents/MacOS/Textualize b/build/bin/textualize.app/Contents/MacOS/Textualize
new file mode 100755
index 0000000..fda2dde
Binary files /dev/null and b/build/bin/textualize.app/Contents/MacOS/Textualize differ
diff --git a/core/Document/UserMarkdown.go b/core/Document/UserMarkdown.go
new file mode 100644
index 0000000..74f9531
--- /dev/null
+++ b/core/Document/UserMarkdown.go
@@ -0,0 +1,51 @@
+package document
+
+type UserMarkdown struct {
+	Id         string
+	DocumentId string
+	Value      string
+}
+
+type UserMarkdownCollection struct {
+	Values []UserMarkdown
+}
+
+var userMarkdownCollection *UserMarkdownCollection
+
+func GetUserMarkdownCollection() *UserMarkdownCollection {
+	if userMarkdownCollection == nil {
+		userMarkdownCollection = &UserMarkdownCollection{}
+	}
+
+	return userMarkdownCollection
+}
+
+func (collection *UserMarkdownCollection) GetUserMarkdownByDocumentId(documentId string) *UserMarkdown {
+	var foundUserMarkdown *UserMarkdown
+
+	for index, m := range collection.Values {
+		if m.DocumentId == documentId {
+			foundUserMarkdown = &collection.Values[index]
+			break
+		}
+	}
+
+	return foundUserMarkdown
+}
+
+func (collection *UserMarkdownCollection) AddUserMarkdown(userMarkdown UserMarkdown) UserMarkdown {
+	collection.Values = append(collection.Values, userMarkdown)
+	return userMarkdown
+}
+
+func (collection *UserMarkdownCollection) UpdateUserMarkdown(userMarkdown UserMarkdown) UserMarkdown {
+	currentUserMarkdown := collection.GetUserMarkdownByDocumentId(userMarkdown.DocumentId)
+
+	if currentUserMarkdown != nil {
+		currentUserMarkdown.Value = userMarkdown.Value
+	} else {
+		collection.AddUserMarkdown(userMarkdown)
+	}
+
+	return userMarkdown
+}
diff --git a/frontend/components/workspace/TextEditor.tsx b/frontend/components/workspace/TextEditor.tsx
index 054b5a6..4df3c24 100644
--- a/frontend/components/workspace/TextEditor.tsx
+++ b/frontend/components/workspace/TextEditor.tsx
@@ -5,24 +5,42 @@ import type { DiffOnMount } from '@monaco-editor/react/'
 import TextEditorButtons from './TextEditorButtons'
 import createDiffEditorInteractions from '../../useCases/createDiffEditorInteractions'
 import TextPreview from './TextPreview'
+import createDebounce from '../../utils/createDebounce'
 
 let editorInteractions: ReturnType<typeof createDiffEditorInteractions>
 
 const TextEditor = () => {
-  const { selectedDocumentId, getProcessedAreasByDocumentId } = useProject()
+  const { selectedDocumentId, getProcessedAreasByDocumentId, requestUpdateDocumentUserMarkdown, getUserMarkdownByDocumentId } = useProject()
   const [editorHeight, setEditorHeight] = useState(window.innerHeight - 200)
   const [editorValue, setEditorValue] = useState('')
   const [isEditorReady, setIsEditorReady] = useState(false)
   const [isPreviewOpen, setIsPreviewOpen] = useState(false)
-  const [modifiedEditorValue, setIsModifiedEditorValue] = useState('')
+  const [modifiedEditorValue, setModifiedEditorValue] = useState('')
 
-  const handleEditorDidMount: DiffOnMount = (editor, _) => {
+  const handleEditorDidMount: DiffOnMount = async (editor, _) => {
+    const currentDocumentId = selectedDocumentId
+    
     editorInteractions = createDiffEditorInteractions(editor)
     const modifiedEditor = editor.getModifiedEditor()
-    setIsModifiedEditorValue(modifiedEditor.getValue())
-    modifiedEditor.onDidChangeModelContent(() => {
-      setIsModifiedEditorValue(modifiedEditor.getValue())
-    })
+    const originalEditor = editor.getOriginalEditor()
+
+    setModifiedEditorValue(originalEditor.getValue())
+
+    try {
+      const initialStoredUserMarkdownResponse = await getUserMarkdownByDocumentId(selectedDocumentId)
+      if (initialStoredUserMarkdownResponse.value) {
+        setModifiedEditorValue(initialStoredUserMarkdownResponse.value)
+        modifiedEditor.getModel()?.setValue(initialStoredUserMarkdownResponse.value)
+      }
+    } catch (err) {
+      console.log(err)
+    }
+
+    modifiedEditor.onDidChangeModelContent(createDebounce(async () => {
+      const modifiedMarkdown = modifiedEditor.getValue()
+      requestUpdateDocumentUserMarkdown(currentDocumentId, modifiedMarkdown)
+      setModifiedEditorValue(modifiedMarkdown)
+    }))
 
     setIsEditorReady(true)
   }
@@ -62,13 +80,13 @@ const TextEditor = () => {
     }
     <DiffEditor
       original={editorValue}
-      modified={editorValue}
+      modified={modifiedEditorValue}
       language='markdown'
       height={`${editorHeight}px`}
       onMount={handleEditorDidMount}
     />
 
-    { isPreviewOpen ? <TextPreview markdown={modifiedEditorValue} height={editorHeight} /> : '' }
+    {isPreviewOpen ? <TextPreview markdown={modifiedEditorValue} height={editorHeight} /> : ''}
   </div>
 }
 
diff --git a/frontend/components/workspace/TextEditorButtons.tsx b/frontend/components/workspace/TextEditorButtons.tsx
index e336b6c..e1fa9c5 100644
--- a/frontend/components/workspace/TextEditorButtons.tsx
+++ b/frontend/components/workspace/TextEditorButtons.tsx
@@ -75,6 +75,30 @@ const TextEditorButtons = (props: Props) => {
       <span className="sr-only">Header 4</span>
       H4
     </button>
+    <button
+      type="button"
+      onClick={() => editorInteractions.insertMarkdownOperator(MarkdownOperator.H5)}
+      className={classNames(
+        'text-xs relative inline-flex items-center border',
+        'border-gray-300 bg-white px-2 py-0 text-gray-700 hover:bg-gray-50',
+        'focus:z-10 focus:border-indigo-500 focus:outline-none focus:ring-1',
+        'focus:ring-indigo-500 font-bold',
+      )}>
+      <span className="sr-only">Header 5</span>
+      H5
+    </button>
+    <button
+      type="button"
+      onClick={() => editorInteractions.insertMarkdownOperator(MarkdownOperator.H6)}
+      className={classNames(
+        'text-xs relative inline-flex items-center border',
+        'border-gray-300 bg-white px-2 py-0 text-gray-700 hover:bg-gray-50',
+        'focus:z-10 focus:border-indigo-500 focus:outline-none focus:ring-1',
+        'focus:ring-indigo-500 font-bold',
+      )}>
+      <span className="sr-only">Header 6</span>
+      H6
+    </button>
 
     <button
       type="button"
diff --git a/frontend/components/workspace/TextPreview.tsx b/frontend/components/workspace/TextPreview.tsx
index 55d609b..05e09dd 100644
--- a/frontend/components/workspace/TextPreview.tsx
+++ b/frontend/components/workspace/TextPreview.tsx
@@ -8,12 +8,12 @@ const TextPreview = (props: Props) => (
     style={{ 'height': `${props.height}px` }}>
     <ReactMarkdown
       components={{
-        h1: ({ node, ...props }) => <h1 {...props} className='font-extrabold text-2xl' />,
+        h1: ({ node, ...props }) => <h1 {...props} className='font-black text-2xl' />,
         h2: ({ node, ...props }) => <h2 {...props} className='font-extrabold text-xl' />,
-        h3: ({ node, ...props }) => <h3 {...props} className='font-extrabold text-lg' />,
-        h4: ({ node, ...props }) => <h4 {...props} className='font-extrabold text-base' />,
-        h5: ({ node, ...props }) => <h5 {...props} className='font-bold text-base' />,
-        h6: ({ node, ...props }) => <h6 {...props} className='font-semibold text-base' />,
+        h3: ({ node, ...props }) => <h3 {...props} className='font-bold text-lg' />,
+        h4: ({ node, ...props }) => <h4 {...props} className='font-semibold text-base' />,
+        h5: ({ node, ...props }) => <h5 {...props} className='font-medium text-base' />,
+        h6: ({ node, ...props }) => <h6 {...props} className='font-light text-base underline' />,
         ul: ({ node, ...props }) => <ul {...props} className='list-disc list-inside ml-2' />,
         ol: ({ node, ...props }) => <ol {...props} className='list-decimal list-inside ml-2' />,
         em: ({ node, ...props }) => <em {...props} className='italic font-light' />,
diff --git a/frontend/context/Project/makeDefaultProject.ts b/frontend/context/Project/makeDefaultProject.ts
index a9385ac..c5e6dd4 100644
--- a/frontend/context/Project/makeDefaultProject.ts
+++ b/frontend/context/Project/makeDefaultProject.ts
@@ -15,6 +15,8 @@ const makeDefaultProject = (): ProjectContextType => ({
   requestUpdateArea: (updatedArea) => Promise.resolve(new ipc.Area()),
   requestAddDocument: (groupId, documentName) => Promise.resolve(new ipc.Document()),
   requestAddDocumentGroup: (groupName: string) => Promise.resolve(new ipc.Group()),
+  requestUpdateDocumentUserMarkdown: (documentId: string, markdown: string) => Promise.resolve(new ipc.UserMarkdown()),
+  getUserMarkdownByDocumentId: (documentId) => Promise.resolve(new ipc.UserMarkdown),
   setSelectedAreaId: (id) => {},
   setSelectedDocumentId: (id) => {}
 })
diff --git a/frontend/context/Project/provider.tsx b/frontend/context/Project/provider.tsx
index d6007e5..ec86223 100644
--- a/frontend/context/Project/provider.tsx
+++ b/frontend/context/Project/provider.tsx
@@ -1,7 +1,7 @@
 'use client'
 
 import { createContext, ReactNode, useContext, useEffect, useState } from 'react'
-import { GetDocuments, GetProcessedAreasByDocumentId, RequestAddArea, RequestAddDocument, RequestAddDocumentGroup, RequestAddProcessedArea, RequestUpdateArea } from '../../wailsjs/wailsjs/go/ipc/Channel'
+import { GetDocuments, GetProcessedAreasByDocumentId, GetUserMarkdownByDocumentId, RequestAddArea, RequestAddDocument, RequestAddDocumentGroup, RequestAddProcessedArea, RequestUpdateArea, RequestUpdateDocumentUserMarkdown } from '../../wailsjs/wailsjs/go/ipc/Channel'
 import { ipc } from '../../wailsjs/wailsjs/go/models'
 import { AddAreaProps, AreaProps, ProjectContextType, ProjectProps } from './types'
 import makeDefaultProject from './makeDefaultProject'
@@ -68,6 +68,28 @@ export function ProjectProvider({ children, projectProps }: Props) {
     return response
   }
 
+  const requestUpdateDocumentUserMarkdown = async (documentId: string, markdown: string) => {
+    let response: ipc.UserMarkdown = new ipc.UserMarkdown()
+    try {
+      response = await RequestUpdateDocumentUserMarkdown(documentId, markdown)
+    } catch (err) {
+      console.error(err)
+    }
+    return response
+  }
+
+  const getUserMarkdownByDocumentId = async (documentId: string): Promise<ipc.UserMarkdown> => {
+    let response: ipc.UserMarkdown = new ipc.UserMarkdown({})
+    console.log(documentId)
+    try {
+      response = await GetUserMarkdownByDocumentId(documentId)
+    } catch (err) {
+      console.error(err)
+    }
+
+    return response
+  }
+
   const requestAddProcessedArea = async (processedArea: ipc.ProcessedArea) => await RequestAddProcessedArea(processedArea)
 
   useEffect(() => {
@@ -90,6 +112,8 @@ export function ProjectProvider({ children, projectProps }: Props) {
     setSelectedDocumentId,
     getProcessedAreasByDocumentId,
     requestAddProcessedArea,
+    requestUpdateDocumentUserMarkdown,
+    getUserMarkdownByDocumentId,
   }
 
   return <ProjectContext.Provider value={value}>
diff --git a/frontend/context/Project/types.ts b/frontend/context/Project/types.ts
index 58b1286..9a1cd8f 100644
--- a/frontend/context/Project/types.ts
+++ b/frontend/context/Project/types.ts
@@ -25,6 +25,8 @@ export type ProjectContextType = {
   requestUpdateArea: (area: AreaProps) => Promise<ipc.Area>
   requestAddDocument: (groupId: string, documentName: string) => Promise<ipc.Document>
   requestAddDocumentGroup: (groupName: string) => Promise<ipc.Group>
+  requestUpdateDocumentUserMarkdown: (documentId: string, markdown: string) => Promise<ipc.UserMarkdown>
+  getUserMarkdownByDocumentId: (documentId: string) => Promise<ipc.UserMarkdown>
   selectedAreaId: string,
   setSelectedAreaId: (id: string) => void,
   selectedDocumentId: string
diff --git a/frontend/useCases/createDiffEditorInteractions.ts b/frontend/useCases/createDiffEditorInteractions.ts
index a47f4e3..6d69a6f 100644
--- a/frontend/useCases/createDiffEditorInteractions.ts
+++ b/frontend/useCases/createDiffEditorInteractions.ts
@@ -5,6 +5,8 @@ export enum MarkdownOperator {
   H2 = '## ',
   H3 = '### ',
   H4 = '#### ',
+  H5 = '##### ',
+  H6 = '###### ',
   ITALLICS = '_',
   BOLD = '**',
   BULLET = '* ',
@@ -18,7 +20,6 @@ const wrapperOperators = [
 
 const createDiffEditorInteractions = (editor: monaco.editor.IStandaloneDiffEditor) => {
   const modifiedEditor = editor.getModifiedEditor()
-  const originalEditor = editor.getOriginalEditor()
 
   return {
     undo: () => { },
diff --git a/frontend/utils/createDebounce.ts b/frontend/utils/createDebounce.ts
new file mode 100644
index 0000000..788a387
--- /dev/null
+++ b/frontend/utils/createDebounce.ts
@@ -0,0 +1,11 @@
+const createDebounce = (fn: Function, ms = 300) => {
+  let timeoutId: ReturnType<typeof setTimeout>
+  return function (this: any, ...args: any[]) {
+    clearTimeout(timeoutId)
+    timeoutId = setTimeout(() => {
+      return fn.apply(this, args)
+    }, ms)
+  }
+}
+
+export default createDebounce
diff --git a/frontend/wailsjs/wailsjs/go/ipc/Channel.d.ts b/frontend/wailsjs/wailsjs/go/ipc/Channel.d.ts
index 018c908..99cb5ee 100755
--- a/frontend/wailsjs/wailsjs/go/ipc/Channel.d.ts
+++ b/frontend/wailsjs/wailsjs/go/ipc/Channel.d.ts
@@ -8,6 +8,8 @@ export function GetDocuments():Promise<ipc.GetDocumentsResponse>;
 
 export function GetProcessedAreasByDocumentId(arg1:string):Promise<Array<ipc.ProcessedArea>>;
 
+export function GetUserMarkdownByDocumentId(arg1:string):Promise<ipc.UserMarkdown>;
+
 export function RequestAddArea(arg1:string,arg2:ipc.Area):Promise<ipc.Area>;
 
 export function RequestAddDocument(arg1:string,arg2:string):Promise<ipc.Document>;
@@ -17,3 +19,5 @@ export function RequestAddDocumentGroup(arg1:string):Promise<ipc.Group>;
 export function RequestAddProcessedArea(arg1:ipc.ProcessedArea):Promise<ipc.ProcessedArea>;
 
 export function RequestUpdateArea(arg1:ipc.Area):Promise<ipc.Area>;
+
+export function RequestUpdateDocumentUserMarkdown(arg1:string,arg2:string):Promise<ipc.UserMarkdown>;
diff --git a/frontend/wailsjs/wailsjs/go/ipc/Channel.js b/frontend/wailsjs/wailsjs/go/ipc/Channel.js
index 121e0f0..d422828 100755
--- a/frontend/wailsjs/wailsjs/go/ipc/Channel.js
+++ b/frontend/wailsjs/wailsjs/go/ipc/Channel.js
@@ -14,6 +14,10 @@ export function GetProcessedAreasByDocumentId(arg1) {
   return window['go']['ipc']['Channel']['GetProcessedAreasByDocumentId'](arg1);
 }
 
+export function GetUserMarkdownByDocumentId(arg1) {
+  return window['go']['ipc']['Channel']['GetUserMarkdownByDocumentId'](arg1);
+}
+
 export function RequestAddArea(arg1, arg2) {
   return window['go']['ipc']['Channel']['RequestAddArea'](arg1, arg2);
 }
@@ -33,3 +37,7 @@ export function RequestAddProcessedArea(arg1) {
 export function RequestUpdateArea(arg1) {
   return window['go']['ipc']['Channel']['RequestUpdateArea'](arg1);
 }
+
+export function RequestUpdateDocumentUserMarkdown(arg1, arg2) {
+  return window['go']['ipc']['Channel']['RequestUpdateDocumentUserMarkdown'](arg1, arg2);
+}
diff --git a/frontend/wailsjs/wailsjs/go/models.ts b/frontend/wailsjs/wailsjs/go/models.ts
index 16db623..c877042 100755
--- a/frontend/wailsjs/wailsjs/go/models.ts
+++ b/frontend/wailsjs/wailsjs/go/models.ts
@@ -29,6 +29,7 @@ export namespace ipc {
 	    path: string;
 	    projectId: string;
 	    areas: Area[];
+	    modifiedMarkdown: string;
 	
 	    static createFrom(source: any = {}) {
 	        return new Document(source);
@@ -42,6 +43,7 @@ export namespace ipc {
 	        this.path = source["path"];
 	        this.projectId = source["projectId"];
 	        this.areas = this.convertValues(source["areas"], Area);
+	        this.modifiedMarkdown = source["modifiedMarkdown"];
 	    }
 	
 		convertValues(a: any, classs: any, asMap: boolean = false): any {
@@ -274,6 +276,23 @@ export namespace ipc {
 	
 	
 	
+	
+	export class UserMarkdown {
+	    id: string;
+	    documentId: string;
+	    value: string;
+	
+	    static createFrom(source: any = {}) {
+	        return new UserMarkdown(source);
+	    }
+	
+	    constructor(source: any = {}) {
+	        if ('string' === typeof source) source = JSON.parse(source);
+	        this.id = source["id"];
+	        this.documentId = source["documentId"];
+	        this.value = source["value"];
+	    }
+	}
 
 }
 
diff --git a/ipc/Documents.go b/ipc/Documents.go
index 25db65d..748f8c2 100644
--- a/ipc/Documents.go
+++ b/ipc/Documents.go
@@ -105,7 +105,7 @@ func (c *Channel) RequestAddDocument(groupId string, documentName string) Docume
 		Name:      documentName,
 		Path:      filePath,
 		GroupId:   groupId,
-		ProjectId: "something else",
+		ProjectId: "something else", // TODO: Change me
 	}
 
 	document.GetDocumentCollection().AddDocument(newDocument)
@@ -121,6 +121,44 @@ func (c *Channel) RequestAddDocument(groupId string, documentName string) Docume
 	return documentResponse
 }
 
+func (c *Channel) RequestUpdateDocumentUserMarkdown(documentId string, markdown string) UserMarkdown {
+	markdownCollection := document.GetUserMarkdownCollection()
+	markdownToUpdate := markdownCollection.GetUserMarkdownByDocumentId(documentId)
+
+	newMarkdown := document.UserMarkdown{
+		DocumentId: documentId,
+		Value:      markdown,
+	}
+	if markdownToUpdate == nil {
+		newMarkdown.Id = uuid.NewString()
+	} else {
+		newMarkdown.Id = markdownToUpdate.Id
+	}
+
+	updatedMarkdown := markdownCollection.UpdateUserMarkdown(newMarkdown)
+	return UserMarkdown{
+		Id:         updatedMarkdown.Id,
+		DocumentId: updatedMarkdown.DocumentId,
+		Value:      updatedMarkdown.Value,
+	}
+}
+
+func (c *Channel) GetUserMarkdownByDocumentId(documentId string) UserMarkdown {
+	foundUserMarkdown := document.GetUserMarkdownCollection().GetUserMarkdownByDocumentId((documentId))
+
+	response := UserMarkdown{}
+
+	if foundUserMarkdown != nil {
+		response = UserMarkdown{
+			Id:         foundUserMarkdown.Id,
+			DocumentId: foundUserMarkdown.DocumentId,
+			Value:      foundUserMarkdown.Value,
+		}
+	}
+
+	return response
+}
+
 func (c *Channel) RequestAddDocumentGroup(name string) Group {
 	newGroup := document.Group{
 		Id:        uuid.NewString(),
diff --git a/ipc/JsonEntities.go b/ipc/JsonEntities.go
index c9daafc..f39d34b 100644
--- a/ipc/JsonEntities.go
+++ b/ipc/JsonEntities.go
@@ -1,12 +1,13 @@
 package ipc
 
 type Document struct {
-	Id        string `json:"id"`
-	GroupId   string `json:"groupId"`
-	Name      string `json:"name"`
-	Path      string `json:"path"`
-	ProjectId string `json:"projectId"`
-	Areas     []Area `json:"areas"`
+	Id               string `json:"id"`
+	GroupId          string `json:"groupId"`
+	Name             string `json:"name"`
+	Path             string `json:"path"`
+	ProjectId        string `json:"projectId"`
+	Areas            []Area `json:"areas"`
+	ModifiedMarkdown string `json:"modifiedMarkdown"`
 }
 
 type DocumentCollection struct {
@@ -68,3 +69,13 @@ type ProcessedArea struct {
 	FullText   string          `json:"fullText"`
 	Lines      []ProcessedLine `json:"lines"`
 }
+
+type UserMarkdown struct {
+	Id         string `json:"id"`
+	DocumentId string `json:"documentId"`
+	Value      string `json:"value"`
+}
+
+type UserMarkdownCollection struct {
+	Values []UserMarkdown `json:"values"`
+}