diff --git a/packages/core/upload/admin/src/components/AssetDialog/index.js b/packages/core/upload/admin/src/components/AssetDialog/index.js
index f76e3afad0..2ece995b23 100644
--- a/packages/core/upload/admin/src/components/AssetDialog/index.js
+++ b/packages/core/upload/admin/src/components/AssetDialog/index.js
@@ -29,6 +29,7 @@ export const AssetDialog = ({
   onValidate,
   multiple,
   initiallySelectedAssets,
+  trackedLocation,
 }) => {
   const [assetToEdit, setAssetToEdit] = useState(undefined);
   const { formatMessage } = useIntl();
@@ -153,6 +154,7 @@ export const AssetDialog = ({
         canUpdate={canUpdate}
         canCopyLink={canCopyLink}
         canDownload={canDownload}
+        trackedLocation={trackedLocation}
       />
     );
   }
@@ -232,6 +234,7 @@ AssetDialog.defaultProps = {
   allowedTypes: [],
   initiallySelectedAssets: [],
   multiple: false,
+  trackedLocation: undefined,
 };
 
 AssetDialog.propTypes = {
@@ -241,4 +244,5 @@ AssetDialog.propTypes = {
   onAddAsset: PropTypes.func.isRequired,
   onClose: PropTypes.func.isRequired,
   onValidate: PropTypes.func.isRequired,
+  trackedLocation: PropTypes.string,
 };
diff --git a/packages/core/upload/admin/src/components/EditAssetDialog/ReplaceMediaButton.js b/packages/core/upload/admin/src/components/EditAssetDialog/ReplaceMediaButton.js
index eb3ef2b324..4819d6b991 100644
--- a/packages/core/upload/admin/src/components/EditAssetDialog/ReplaceMediaButton.js
+++ b/packages/core/upload/admin/src/components/EditAssetDialog/ReplaceMediaButton.js
@@ -1,16 +1,23 @@
 import PropTypes from 'prop-types';
 import React, { useRef } from 'react';
 import { useIntl } from 'react-intl';
+import { useTracking } from '@strapi/helper-plugin';
 import { Button } from '@strapi/design-system/Button';
 import { VisuallyHidden } from '@strapi/design-system/VisuallyHidden';
 import { getTrad } from '../../utils';
 
-export const ReplaceMediaButton = ({ onSelectMedia, acceptedMime, ...props }) => {
+export const ReplaceMediaButton = ({ onSelectMedia, acceptedMime, trackedLocation, ...props }) => {
   const { formatMessage } = useIntl();
   const inputRef = useRef(null);
+  const { trackUsage } = useTracking();
 
   const handleClick = e => {
     e.preventDefault();
+
+    if (trackedLocation) {
+      trackUsage('didReplaceMedia', { location: trackedLocation });
+    }
+
     inputRef.current.click();
   };
 
@@ -43,7 +50,12 @@ export const ReplaceMediaButton = ({ onSelectMedia, acceptedMime, ...props }) =>
   );
 };
 
+ReplaceMediaButton.defaultProps = {
+  trackedLocation: undefined,
+};
+
 ReplaceMediaButton.propTypes = {
   acceptedMime: PropTypes.string.isRequired,
   onSelectMedia: PropTypes.func.isRequired,
+  trackedLocation: PropTypes.string,
 };
diff --git a/packages/core/upload/admin/src/components/EditAssetDialog/index.js b/packages/core/upload/admin/src/components/EditAssetDialog/index.js
index e5f4f41b27..f56f710e28 100644
--- a/packages/core/upload/admin/src/components/EditAssetDialog/index.js
+++ b/packages/core/upload/admin/src/components/EditAssetDialog/index.js
@@ -36,7 +36,14 @@ const fileInfoSchema = yup.object({
   caption: yup.string(),
 });
 
-export const EditAssetDialog = ({ onClose, asset, canUpdate, canCopyLink, canDownload }) => {
+export const EditAssetDialog = ({
+  onClose,
+  asset,
+  canUpdate,
+  canCopyLink,
+  canDownload,
+  trackedLocation,
+}) => {
   const { formatMessage, formatDate } = useIntl();
   const submitButtonRef = useRef(null);
   const [isCropping, setIsCropping] = useState(false);
@@ -183,6 +190,7 @@ export const EditAssetDialog = ({ onClose, asset, canUpdate, canCopyLink, canDow
                 onSelectMedia={setReplacementFile}
                 acceptedMime={asset.mime}
                 disabled={formDisabled}
+                trackedLocation={trackedLocation}
               />
 
               <Button
@@ -200,10 +208,15 @@ export const EditAssetDialog = ({ onClose, asset, canUpdate, canCopyLink, canDow
   );
 };
 
+EditAssetDialog.defaultProps = {
+  trackedLocation: undefined,
+};
+
 EditAssetDialog.propTypes = {
   asset: AssetDefinition.isRequired,
   canUpdate: PropTypes.bool.isRequired,
   canCopyLink: PropTypes.bool.isRequired,
   canDownload: PropTypes.bool.isRequired,
   onClose: PropTypes.func.isRequired,
+  trackedLocation: PropTypes.string,
 };
diff --git a/packages/core/upload/admin/src/components/MediaLibraryInput/Carousel/CarouselAssets.js b/packages/core/upload/admin/src/components/MediaLibraryInput/Carousel/CarouselAssets.js
index f5f83ca6ff..56772630fe 100644
--- a/packages/core/upload/admin/src/components/MediaLibraryInput/Carousel/CarouselAssets.js
+++ b/packages/core/upload/admin/src/components/MediaLibraryInput/Carousel/CarouselAssets.js
@@ -23,6 +23,7 @@ export const CarouselAssets = ({
   onNext,
   onPrevious,
   selectedAssetIndex,
+  trackedLocation,
 }) => {
   const { formatMessage } = useIntl();
   const [isEditingAsset, setIsEditingAsset] = useState(false);
@@ -105,6 +106,7 @@ export const CarouselAssets = ({
           canUpdate
           canCopyLink
           canDownload
+          trackedLocation={trackedLocation}
         />
       )}
     </>
@@ -116,6 +118,7 @@ CarouselAssets.defaultProps = {
   error: undefined,
   hint: undefined,
   onDropAsset: undefined,
+  trackedLocation: undefined,
 };
 
 CarouselAssets.propTypes = {
@@ -132,4 +135,5 @@ CarouselAssets.propTypes = {
   onNext: PropTypes.func.isRequired,
   onPrevious: PropTypes.func.isRequired,
   selectedAssetIndex: PropTypes.number.isRequired,
+  trackedLocation: PropTypes.string,
 };
diff --git a/packages/core/upload/admin/src/components/MediaLibraryInput/index.js b/packages/core/upload/admin/src/components/MediaLibraryInput/index.js
index 0dcfa62798..4d8164b9c4 100644
--- a/packages/core/upload/admin/src/components/MediaLibraryInput/index.js
+++ b/packages/core/upload/admin/src/components/MediaLibraryInput/index.js
@@ -150,6 +150,7 @@ export const MediaLibraryInput = ({
         error={errorMessage}
         hint={hint}
         selectedAssetIndex={selectedIndex}
+        trackedLocation="content-manager"
       />
 
       {step === Steps.SelectAsset && (
@@ -160,6 +161,7 @@ export const MediaLibraryInput = ({
           onValidate={handleValidation}
           multiple={multiple}
           onAddAsset={() => setStep(Steps.UploadAsset)}
+          trackedLocation="content-manager"
         />
       )}
 
@@ -168,6 +170,7 @@ export const MediaLibraryInput = ({
           onClose={() => setStep(Steps.SelectAsset)}
           initialAssetsToAdd={droppedAssets}
           addUploadedFiles={handleFilesUploadSucceeded}
+          trackedLocation="content-manager"
         />
       )}
     </>
diff --git a/packages/core/upload/admin/src/components/UploadAssetDialog/AddAssetStep/AddAssetStep.js b/packages/core/upload/admin/src/components/UploadAssetDialog/AddAssetStep/AddAssetStep.js
index c7a7542f9e..02f954ca3a 100644
--- a/packages/core/upload/admin/src/components/UploadAssetDialog/AddAssetStep/AddAssetStep.js
+++ b/packages/core/upload/admin/src/components/UploadAssetDialog/AddAssetStep/AddAssetStep.js
@@ -10,7 +10,7 @@ import { FromUrlForm } from './FromUrlForm';
 import { FromComputerForm } from './FromComputerForm';
 import getTrad from '../../../utils/getTrad';
 
-export const AddAssetStep = ({ onClose, onAddAsset }) => {
+export const AddAssetStep = ({ onClose, onAddAsset, trackedLocation }) => {
   const { formatMessage } = useIntl();
 
   return (
@@ -51,10 +51,18 @@ export const AddAssetStep = ({ onClose, onAddAsset }) => {
         </Box>
         <TabPanels>
           <TabPanel>
-            <FromComputerForm onClose={onClose} onAddAssets={onAddAsset} />
+            <FromComputerForm
+              onClose={onClose}
+              onAddAssets={onAddAsset}
+              trackedLocation={trackedLocation}
+            />
           </TabPanel>
           <TabPanel>
-            <FromUrlForm onClose={onClose} onAddAsset={onAddAsset} />
+            <FromUrlForm
+              onClose={onClose}
+              onAddAsset={onAddAsset}
+              trackedLocation={trackedLocation}
+            />
           </TabPanel>
         </TabPanels>
       </TabGroup>
@@ -62,7 +70,12 @@ export const AddAssetStep = ({ onClose, onAddAsset }) => {
   );
 };
 
+AddAssetStep.defaultProps = {
+  trackedLocation: undefined,
+};
+
 AddAssetStep.propTypes = {
   onClose: PropTypes.func.isRequired,
   onAddAsset: PropTypes.func.isRequired,
+  trackedLocation: PropTypes.string,
 };
diff --git a/packages/core/upload/admin/src/components/UploadAssetDialog/AddAssetStep/FromComputerForm.js b/packages/core/upload/admin/src/components/UploadAssetDialog/AddAssetStep/FromComputerForm.js
index 41ff7f50b1..277c6e89f5 100644
--- a/packages/core/upload/admin/src/components/UploadAssetDialog/AddAssetStep/FromComputerForm.js
+++ b/packages/core/upload/admin/src/components/UploadAssetDialog/AddAssetStep/FromComputerForm.js
@@ -5,6 +5,7 @@ import styled from 'styled-components';
 import { Box } from '@strapi/design-system/Box';
 import { Flex } from '@strapi/design-system/Flex';
 import { H3 } from '@strapi/design-system/Text';
+import { useTracking } from '@strapi/helper-plugin';
 import { ModalFooter } from '@strapi/design-system/ModalLayout';
 import { Button } from '@strapi/design-system/Button';
 import PicturePlus from '@strapi/icons/PicturePlus';
@@ -34,10 +35,11 @@ const OpaqueBox = styled(Box)`
   cursor: pointer;
 `;
 
-export const FromComputerForm = ({ onClose, onAddAssets }) => {
+export const FromComputerForm = ({ onClose, onAddAssets, trackedLocation }) => {
   const { formatMessage } = useIntl();
   const [dragOver, setDragOver] = useState(false);
   const inputRef = useRef(null);
+  const { trackUsage } = useTracking();
 
   const handleDragEnter = () => setDragOver(true);
   const handleDragLeave = () => setDragOver(false);
@@ -58,6 +60,10 @@ export const FromComputerForm = ({ onClose, onAddAssets }) => {
       assets.push(asset);
     }
 
+    if (trackedLocation) {
+      trackUsage('didSelectFile', { source: 'computer', location: trackedLocation });
+    }
+
     onAddAssets(assets);
   };
 
@@ -136,7 +142,12 @@ export const FromComputerForm = ({ onClose, onAddAssets }) => {
   );
 };
 
+FromComputerForm.defaultProps = {
+  trackedLocation: undefined,
+};
+
 FromComputerForm.propTypes = {
   onClose: PropTypes.func.isRequired,
   onAddAssets: PropTypes.func.isRequired,
+  trackedLocation: PropTypes.string,
 };
diff --git a/packages/core/upload/admin/src/components/UploadAssetDialog/AddAssetStep/FromUrlForm.js b/packages/core/upload/admin/src/components/UploadAssetDialog/AddAssetStep/FromUrlForm.js
index 2a3a00b336..b6ba6d022b 100644
--- a/packages/core/upload/admin/src/components/UploadAssetDialog/AddAssetStep/FromUrlForm.js
+++ b/packages/core/upload/admin/src/components/UploadAssetDialog/AddAssetStep/FromUrlForm.js
@@ -5,16 +5,17 @@ import { ModalFooter } from '@strapi/design-system/ModalLayout';
 import { Textarea } from '@strapi/design-system/Textarea';
 import { useIntl } from 'react-intl';
 import { Button } from '@strapi/design-system/Button';
-import { Form } from '@strapi/helper-plugin';
+import { Form, useTracking } from '@strapi/helper-plugin';
 import { Formik } from 'formik';
 import getTrad from '../../../utils/getTrad';
 import { urlSchema } from '../../../utils/urlYupSchema';
 import { urlsToAssets } from '../../../utils/urlsToAssets';
 
-export const FromUrlForm = ({ onClose, onAddAsset }) => {
+export const FromUrlForm = ({ onClose, onAddAsset, trackedLocation }) => {
   const [loading, setLoading] = useState(false);
   const [error, setError] = useState(undefined);
   const { formatMessage } = useIntl();
+  const { trackUsage } = useTracking();
 
   const handleSubmit = async ({ urls }) => {
     setLoading(true);
@@ -22,6 +23,10 @@ export const FromUrlForm = ({ onClose, onAddAsset }) => {
     try {
       const assets = await urlsToAssets(urlArray);
 
+      if (trackedLocation) {
+        trackUsage('didSelectFile', { source: 'url', location: trackedLocation });
+      }
+
       // no need to set the loading to false since the component unmounts
       onAddAsset(assets);
     } catch (e) {
@@ -83,7 +88,12 @@ export const FromUrlForm = ({ onClose, onAddAsset }) => {
   );
 };
 
+FromUrlForm.defaultProps = {
+  trackedLocation: undefined,
+};
+
 FromUrlForm.propTypes = {
   onClose: PropTypes.func.isRequired,
   onAddAsset: PropTypes.func.isRequired,
+  trackedLocation: PropTypes.string,
 };
diff --git a/packages/core/upload/admin/src/components/UploadAssetDialog/AddAssetStep/tests/FromComputerForm.test.js b/packages/core/upload/admin/src/components/UploadAssetDialog/AddAssetStep/tests/FromComputerForm.test.js
index 427c8391cd..fbd1521ea8 100644
--- a/packages/core/upload/admin/src/components/UploadAssetDialog/AddAssetStep/tests/FromComputerForm.test.js
+++ b/packages/core/upload/admin/src/components/UploadAssetDialog/AddAssetStep/tests/FromComputerForm.test.js
@@ -106,55 +106,6 @@ describe('FromComputerForm', () => {
         color: #666687;
       }
 
-      .c16 {
-        background: #f6f6f9;
-        padding-top: 16px;
-        padding-right: 20px;
-        padding-bottom: 16px;
-        padding-left: 20px;
-      }
-
-      .c18 {
-        display: -webkit-box;
-        display: -webkit-flex;
-        display: -ms-flexbox;
-        display: flex;
-        -webkit-flex-direction: row;
-        -ms-flex-direction: row;
-        flex-direction: row;
-        -webkit-box-pack: justify;
-        -webkit-justify-content: space-between;
-        -ms-flex-pack: justify;
-        justify-content: space-between;
-        -webkit-align-items: center;
-        -webkit-box-align: center;
-        -ms-flex-align: center;
-        align-items: center;
-      }
-
-      .c19 {
-        display: -webkit-box;
-        display: -webkit-flex;
-        display: -ms-flexbox;
-        display: flex;
-        -webkit-flex-direction: row;
-        -ms-flex-direction: row;
-        flex-direction: row;
-        -webkit-align-items: center;
-        -webkit-box-align: center;
-        -ms-flex-align: center;
-        align-items: center;
-      }
-
-      .c17 {
-        border-radius: 0 0 4px 4px;
-        border-top: 1px solid #eaeaef;
-      }
-
-      .c20 > * + * {
-        margin-left: 8px;
-      }
-
       .c15 {
         font-weight: 600;
         color: #32324d;
@@ -232,7 +183,7 @@ describe('FromComputerForm', () => {
         background: #4945ff;
       }
 
-      .c13 .sc-jcRCNh {
+      .c13 .sc-gfaqzF {
         display: -webkit-box;
         display: -webkit-flex;
         display: -ms-flexbox;
@@ -297,7 +248,7 @@ describe('FromComputerForm', () => {
         background: #ffffff;
       }
 
-      .c21 .sc-jcRCNh {
+      .c21 .sc-gfaqzF {
         display: -webkit-box;
         display: -webkit-flex;
         display: -ms-flexbox;
@@ -357,6 +308,55 @@ describe('FromComputerForm', () => {
         fill: #32324d;
       }
 
+      .c16 {
+        background: #f6f6f9;
+        padding-top: 16px;
+        padding-right: 20px;
+        padding-bottom: 16px;
+        padding-left: 20px;
+      }
+
+      .c18 {
+        display: -webkit-box;
+        display: -webkit-flex;
+        display: -ms-flexbox;
+        display: flex;
+        -webkit-flex-direction: row;
+        -ms-flex-direction: row;
+        flex-direction: row;
+        -webkit-box-pack: justify;
+        -webkit-justify-content: space-between;
+        -ms-flex-pack: justify;
+        justify-content: space-between;
+        -webkit-align-items: center;
+        -webkit-box-align: center;
+        -ms-flex-align: center;
+        align-items: center;
+      }
+
+      .c19 {
+        display: -webkit-box;
+        display: -webkit-flex;
+        display: -ms-flexbox;
+        display: flex;
+        -webkit-flex-direction: row;
+        -ms-flex-direction: row;
+        flex-direction: row;
+        -webkit-align-items: center;
+        -webkit-box-align: center;
+        -ms-flex-align: center;
+        align-items: center;
+      }
+
+      .c17 {
+        border-radius: 0 0 4px 4px;
+        border-top: 1px solid #eaeaef;
+      }
+
+      .c20 > * + * {
+        margin-left: 8px;
+      }
+
       .c5 {
         -webkit-flex-direction: column;
         -ms-flex-direction: column;
diff --git a/packages/core/upload/admin/src/components/UploadAssetDialog/UploadAssetDialog.js b/packages/core/upload/admin/src/components/UploadAssetDialog/UploadAssetDialog.js
index c3261bab91..34da33e767 100644
--- a/packages/core/upload/admin/src/components/UploadAssetDialog/UploadAssetDialog.js
+++ b/packages/core/upload/admin/src/components/UploadAssetDialog/UploadAssetDialog.js
@@ -10,7 +10,12 @@ const Steps = {
   PendingAsset: 'PendingAsset',
 };
 
-export const UploadAssetDialog = ({ initialAssetsToAdd, onClose, addUploadedFiles }) => {
+export const UploadAssetDialog = ({
+  initialAssetsToAdd,
+  onClose,
+  addUploadedFiles,
+  trackedLocation,
+}) => {
   const [step, setStep] = useState(initialAssetsToAdd ? Steps.PendingAsset : Steps.AddAsset);
   const [assets, setAssets] = useState(initialAssetsToAdd || []);
 
@@ -45,7 +50,11 @@ export const UploadAssetDialog = ({ initialAssetsToAdd, onClose, addUploadedFile
   return (
     <ModalLayout onClose={onClose} labelledBy="title">
       {step === Steps.AddAsset && (
-        <AddAssetStep onClose={onClose} onAddAsset={handleAddToPendingAssets} />
+        <AddAssetStep
+          onClose={onClose}
+          onAddAsset={handleAddToPendingAssets}
+          trackedLocation={trackedLocation}
+        />
       )}
       {step === Steps.PendingAsset && (
         <PendingAssetStep
@@ -65,10 +74,12 @@ export const UploadAssetDialog = ({ initialAssetsToAdd, onClose, addUploadedFile
 UploadAssetDialog.defaultProps = {
   addUploadedFiles: undefined,
   initialAssetsToAdd: undefined,
+  trackedLocation: undefined,
 };
 
 UploadAssetDialog.propTypes = {
   addUploadedFiles: PropTypes.func,
   initialAssetsToAdd: PropTypes.arrayOf(AssetDefinition),
   onClose: PropTypes.func.isRequired,
+  trackedLocation: PropTypes.string,
 };
diff --git a/packages/core/upload/admin/src/pages/App/MediaLibrary.js b/packages/core/upload/admin/src/pages/App/MediaLibrary.js
index 254c7aec2a..32aee790c5 100644
--- a/packages/core/upload/admin/src/pages/App/MediaLibrary.js
+++ b/packages/core/upload/admin/src/pages/App/MediaLibrary.js
@@ -198,7 +198,9 @@ export const MediaLibrary = () => {
         </ContentLayout>
       </Main>
 
-      {showUploadAssetDialog && <UploadAssetDialog onClose={toggleUploadAssetDialog} />}
+      {showUploadAssetDialog && (
+        <UploadAssetDialog onClose={toggleUploadAssetDialog} trackedLocation="upload" />
+      )}
       {assetToEdit && (
         <EditAssetDialog
           onClose={() => setAssetToEdit(undefined)}
@@ -206,6 +208,7 @@ export const MediaLibrary = () => {
           canUpdate={canUpdate}
           canCopyLink={canCopyLink}
           canDownload={canDownload}
+          trackedLocation="upload"
         />
       )}
     </Layout>