diff --git a/services/web/app/views/project/editor/file-tree.pug b/services/web/app/views/project/editor/file-tree.pug
index c8aecd9a14..ba024b6d25 100644
--- a/services/web/app/views/project/editor/file-tree.pug
+++ b/services/web/app/views/project/editor/file-tree.pug
@@ -111,6 +111,7 @@ aside.editor-sidebar.full-size(
 				jump-to-line="jumpToLine"
 				on-toggle="onToggle"
 				event-tracking="eventTracking"
+				highlighted-line="highlightedLine"
 			)
 
 
diff --git a/services/web/frontend/js/ide/editor/EditorManager.js b/services/web/frontend/js/ide/editor/EditorManager.js
index f05df497c8..f2daefac9d 100644
--- a/services/web/frontend/js/ide/editor/EditorManager.js
+++ b/services/web/frontend/js/ide/editor/EditorManager.js
@@ -124,6 +124,14 @@ export default (EditorManager = (function() {
       return this.openDoc(doc, options)
     }
 
+    jumpToLine(options) {
+      return this.$scope.$broadcast(
+        'editor:gotoLine',
+        options.gotoLine,
+        options.gotoColumn
+      )
+    }
+
     openDoc(doc, options) {
       if (options == null) {
         options = {}
@@ -137,13 +145,7 @@ export default (EditorManager = (function() {
           // allow Ace to display document before moving, delay until next tick
           // added delay to make this happen later that gotoStoredPosition in
           // CursorPositionManager
-          return setTimeout(() => {
-            return this.$scope.$broadcast(
-              'editor:gotoLine',
-              options.gotoLine,
-              options.gotoColumn
-            )
-          }, 0)
+          return setTimeout(() => this.jumpToLine(options), 0)
         } else if (options.gotoOffset != null) {
           return setTimeout(() => {
             return this.$scope.$broadcast(
diff --git a/services/web/frontend/js/ide/editor/directives/aceEditor.js b/services/web/frontend/js/ide/editor/directives/aceEditor.js
index 5bf776fbd5..dc11bbe84e 100644
--- a/services/web/frontend/js/ide/editor/directives/aceEditor.js
+++ b/services/web/frontend/js/ide/editor/directives/aceEditor.js
@@ -554,11 +554,26 @@ App.directive('aceEditor', function(
         return scope.$emit(`${scope.name}:change`)
       }
 
+      let currentFirstVisibleRow = null
+      const emitMiddleVisibleRowChanged = () => {
+        if (!window.user.alphaProgram) return
+        const firstVisibleRow = editor.getFirstVisibleRow()
+        if (firstVisibleRow === currentFirstVisibleRow) return
+
+        currentFirstVisibleRow = firstVisibleRow
+        const lastVisibleRow = editor.getLastVisibleRow()
+        scope.$emit(
+          `scroll:editor:update`,
+          Math.floor((firstVisibleRow + lastVisibleRow) / 2)
+        )
+      }
+
       const onScroll = function(scrollTop) {
         if (scope.eventsBridge == null) {
           return
         }
         const height = editor.renderer.layerConfig.maxHeight
+        emitMiddleVisibleRowChanged()
         return scope.eventsBridge.emit('aceScroll', scrollTop, height)
       }
 
diff --git a/services/web/frontend/js/ide/outline/OutlineManager.js b/services/web/frontend/js/ide/outline/OutlineManager.js
index 7804aa7d8d..b1b6463acb 100644
--- a/services/web/frontend/js/ide/outline/OutlineManager.js
+++ b/services/web/frontend/js/ide/outline/OutlineManager.js
@@ -3,7 +3,7 @@ import './components/OutlinePane'
 import './components/OutlineRoot'
 import './components/OutlineList'
 import './components/OutlineItem'
-import parseOutline from './OutlineParser'
+import { matchOutline, nestOutline } from './OutlineParser'
 import isValidTeXFile from '../../main/is-valid-tex-file'
 
 class OutlineManager {
@@ -12,9 +12,15 @@ class OutlineManager {
     this.scope = scope
     this.shareJsDoc = null
     this.isTexFile = false
+    this.flatOutline = []
     this.outline = []
+    this.highlightedLine = null
+    this.ignoreNextScroll = false
+    this.ignoreNextCursorUpdate = false
 
     scope.$on('doc:after-opened', () => {
+      this.ignoreNextScroll = true
+      this.ignoreNextCursorUpdate = true
       this.shareJsDoc = scope.editor.sharejs_doc
       this.isTexFile = isValidTeXFile(scope.editor.open_doc_name)
       this.updateOutline()
@@ -31,6 +37,32 @@ class OutlineManager {
       this.updateOutline()
       this.broadcastChangeEvent()
     })
+
+    scope.$on('cursor:editor:update', (event, cursorPosition) => {
+      if (!window.user.alphaProgram) return
+      if (this.ignoreNextCursorUpdate) {
+        this.ignoreNextCursorUpdate = false
+        return
+      }
+      this.updateHighlightedLine(cursorPosition.row + 1)
+      this.broadcastChangeEvent()
+    })
+
+    scope.$on('scroll:editor:update', (event, middleVisibleRow) => {
+      if (!window.user.alphaProgram) return
+      if (this.ignoreNextScroll) {
+        this.ignoreNextScroll = false
+        return
+      }
+
+      this.updateHighlightedLine(middleVisibleRow + 1)
+      this.broadcastChangeEvent()
+    })
+
+    scope.$watch('editor.showRichText', () => {
+      this.ignoreNextScroll = true
+      this.ignoreNextCursorUpdate = true
+    })
   }
 
   updateOutline() {
@@ -38,21 +70,33 @@ class OutlineManager {
     if (this.isTexFile) {
       const content = this.ide.editorManager.getCurrentDocValue()
       if (content) {
-        this.outline = parseOutline(content)
+        this.flatOutline = matchOutline(content)
+        this.outline = nestOutline(this.flatOutline)
       }
     }
   }
 
+  // set highlightedLine to the closest outline line above the editorLine
+  updateHighlightedLine(editorLine) {
+    let closestOutlineLine = null
+    for (let lineId = 0; lineId < this.flatOutline.length; lineId++) {
+      const outline = this.flatOutline[lineId]
+      if (editorLine < outline.line) break // editorLine is above
+      closestOutlineLine = outline.line
+    }
+    this.highlightedLine = closestOutlineLine
+  }
+
   jumpToLine(line) {
-    this.ide.editorManager.openDocId(this.shareJsDoc.doc.doc_id, {
-      gotoLine: line
-    })
+    this.ignoreNextScroll = true
+    this.ide.editorManager.jumpToLine({ gotoLine: line })
   }
 
   broadcastChangeEvent() {
     this.scope.$broadcast('outline-manager:outline-changed', {
       isTexFile: this.isTexFile,
-      outline: this.outline
+      outline: this.outline,
+      highlightedLine: this.highlightedLine
     })
   }
 }
diff --git a/services/web/frontend/js/ide/outline/OutlineParser.js b/services/web/frontend/js/ide/outline/OutlineParser.js
index 877d50dd53..5ce8479959 100644
--- a/services/web/frontend/js/ide/outline/OutlineParser.js
+++ b/services/web/frontend/js/ide/outline/OutlineParser.js
@@ -113,9 +113,4 @@ function nestOutline(flatOutline) {
   return nestedOutlines
 }
 
-function parseOutline(content) {
-  const flatOutline = matchOutline(content)
-  return nestOutline(flatOutline)
-}
-
-export default parseOutline
+export { matchOutline, nestOutline }
diff --git a/services/web/frontend/js/ide/outline/components/OutlineItem.js b/services/web/frontend/js/ide/outline/components/OutlineItem.js
index 86d59060e3..e991848b9a 100644
--- a/services/web/frontend/js/ide/outline/components/OutlineItem.js
+++ b/services/web/frontend/js/ide/outline/components/OutlineItem.js
@@ -1,10 +1,11 @@
-import React, { useState } from 'react'
+import React, { useState, useEffect, createRef } from 'react'
 import PropTypes from 'prop-types'
 import classNames from 'classnames'
 import OutlineList from './OutlineList'
 
-function OutlineItem({ outlineItem, jumpToLine }) {
+function OutlineItem({ outlineItem, jumpToLine, highlightedLine }) {
   const [expanded, setExpanded] = useState(true)
+  const titleElementRef = createRef()
 
   const mainItemClasses = classNames('outline-item', {
     'outline-item-no-children': !outlineItem.children
@@ -15,6 +16,10 @@ function OutlineItem({ outlineItem, jumpToLine }) {
     'fa-angle-right': !expanded
   })
 
+  const itemLinkClasses = classNames('outline-item-link', {
+    'outline-item-link-highlight': highlightedLine === outlineItem.line
+  })
+
   function handleExpandCollapseClick() {
     setExpanded(!expanded)
   }
@@ -23,6 +28,18 @@ function OutlineItem({ outlineItem, jumpToLine }) {
     jumpToLine(outlineItem.line)
   }
 
+  useEffect(
+    () => {
+      if (highlightedLine !== outlineItem.line) return
+
+      titleElementRef.current.scrollIntoView({
+        behavior: 'smooth',
+        block: 'center'
+      })
+    },
+    [highlightedLine, titleElementRef]
+  )
+
   return (
     <li className={mainItemClasses}>
       <div className="outline-item-row">
@@ -35,8 +52,9 @@ function OutlineItem({ outlineItem, jumpToLine }) {
           </button>
         ) : null}
         <button
-          className="outline-item-link"
+          className={itemLinkClasses}
           onClick={handleOutlineItemLinkClick}
+          ref={titleElementRef}
         >
           {outlineItem.title}
         </button>
@@ -46,6 +64,7 @@ function OutlineItem({ outlineItem, jumpToLine }) {
           outline={outlineItem.children}
           jumpToLine={jumpToLine}
           isRoot={false}
+          highlightedLine={highlightedLine}
         />
       ) : null}
     </li>
@@ -59,7 +78,8 @@ OutlineItem.propTypes = {
     level: PropTypes.number.isRequired,
     children: PropTypes.array
   }).isRequired,
-  jumpToLine: PropTypes.func.isRequired
+  jumpToLine: PropTypes.func.isRequired,
+  highlightedLine: PropTypes.number
 }
 
 export default OutlineItem
diff --git a/services/web/frontend/js/ide/outline/components/OutlineList.js b/services/web/frontend/js/ide/outline/components/OutlineList.js
index fc05db6c41..30e0bd3044 100644
--- a/services/web/frontend/js/ide/outline/components/OutlineList.js
+++ b/services/web/frontend/js/ide/outline/components/OutlineList.js
@@ -3,7 +3,7 @@ import PropTypes from 'prop-types'
 import classNames from 'classnames'
 import OutlineItem from './OutlineItem'
 
-function OutlineList({ outline, jumpToLine, isRoot }) {
+function OutlineList({ outline, jumpToLine, isRoot, highlightedLine }) {
   const listClasses = classNames('outline-item-list', {
     'outline-item-list-root': isRoot
   })
@@ -15,6 +15,7 @@ function OutlineList({ outline, jumpToLine, isRoot }) {
             key={`${outlineItem.level}-${idx}`}
             outlineItem={outlineItem}
             jumpToLine={jumpToLine}
+            highlightedLine={highlightedLine}
           />
         )
       })}
@@ -25,7 +26,8 @@ function OutlineList({ outline, jumpToLine, isRoot }) {
 OutlineList.propTypes = {
   outline: PropTypes.array.isRequired,
   jumpToLine: PropTypes.func.isRequired,
-  isRoot: PropTypes.bool
+  isRoot: PropTypes.bool,
+  highlightedLine: PropTypes.number
 }
 
 export default OutlineList
diff --git a/services/web/frontend/js/ide/outline/components/OutlinePane.js b/services/web/frontend/js/ide/outline/components/OutlinePane.js
index f16665e6fc..b29ac7263f 100644
--- a/services/web/frontend/js/ide/outline/components/OutlinePane.js
+++ b/services/web/frontend/js/ide/outline/components/OutlinePane.js
@@ -11,7 +11,8 @@ function OutlinePane({
   projectId,
   jumpToLine,
   onToggle,
-  eventTracking
+  eventTracking,
+  highlightedLine
 }) {
   const storageKey = `file_outline.expanded.${projectId}`
   const [expanded, setExpanded] = useState(() => {
@@ -71,7 +72,11 @@ function OutlinePane({
       </header>
       {expanded && isTexFile ? (
         <div className="outline-body">
-          <OutlineRoot outline={outline} jumpToLine={jumpToLine} />
+          <OutlineRoot
+            outline={outline}
+            jumpToLine={jumpToLine}
+            highlightedLine={highlightedLine}
+          />
         </div>
       ) : null}
     </div>
@@ -90,7 +95,8 @@ OutlinePane.propTypes = {
   projectId: PropTypes.string.isRequired,
   jumpToLine: PropTypes.func.isRequired,
   onToggle: PropTypes.func,
-  eventTracking: PropTypes.object.isRequired
+  eventTracking: PropTypes.object.isRequired,
+  highlightedLine: PropTypes.number
 }
 
 export default OutlinePane
diff --git a/services/web/frontend/js/ide/outline/components/OutlineRoot.js b/services/web/frontend/js/ide/outline/components/OutlineRoot.js
index 2e5e1f7edb..a45b643816 100644
--- a/services/web/frontend/js/ide/outline/components/OutlineRoot.js
+++ b/services/web/frontend/js/ide/outline/components/OutlineRoot.js
@@ -2,11 +2,16 @@ import React from 'react'
 import PropTypes from 'prop-types'
 import OutlineList from './OutlineList'
 
-function OutlineRoot({ outline, jumpToLine }) {
+function OutlineRoot({ outline, jumpToLine, highlightedLine }) {
   return (
     <div>
       {outline.length ? (
-        <OutlineList outline={outline} jumpToLine={jumpToLine} isRoot />
+        <OutlineList
+          outline={outline}
+          jumpToLine={jumpToLine}
+          isRoot
+          highlightedLine={highlightedLine}
+        />
       ) : (
         <div className="outline-body-no-elements">
           We can’t find any sections or subsections in this file.{' '}
@@ -26,7 +31,8 @@ function OutlineRoot({ outline, jumpToLine }) {
 
 OutlineRoot.propTypes = {
   outline: PropTypes.array.isRequired,
-  jumpToLine: PropTypes.func.isRequired
+  jumpToLine: PropTypes.func.isRequired,
+  highlightedLine: PropTypes.number
 }
 
 export default OutlineRoot
diff --git a/services/web/frontend/js/ide/outline/controllers/OutlineController.js b/services/web/frontend/js/ide/outline/controllers/OutlineController.js
index 5131abfe7a..73945b52c4 100644
--- a/services/web/frontend/js/ide/outline/controllers/OutlineController.js
+++ b/services/web/frontend/js/ide/outline/controllers/OutlineController.js
@@ -13,6 +13,7 @@ App.controller('OutlineController', function($scope, ide, eventTracking) {
     $scope.$applyAsync(() => {
       $scope.isTexFile = outlineInfo.isTexFile
       $scope.outline = outlineInfo.outline
+      $scope.highlightedLine = outlineInfo.highlightedLine
     })
   }
 
diff --git a/services/web/frontend/stylesheets/app/editor/outline.less b/services/web/frontend/stylesheets/app/editor/outline.less
index 74fb47e471..98637fae68 100644
--- a/services/web/frontend/stylesheets/app/editor/outline.less
+++ b/services/web/frontend/stylesheets/app/editor/outline.less
@@ -181,6 +181,10 @@
   }
 }
 
+.outline-item-link-highlight {
+  font-weight: bold;
+}
+
 .outline-caret-icon {
   width: @outline-h-rhythm;
   font-size: 17px;