diff --git a/packages/insomnia-app/app/common/analytics.js b/packages/insomnia-app/app/common/analytics.js
index 63746bfe5e..d39bb1aa7b 100644
--- a/packages/insomnia-app/app/common/analytics.js
+++ b/packages/insomnia-app/app/common/analytics.js
@@ -90,6 +90,21 @@ export function trackPageView(path: string) {
   });
 }
 
+export async function getDeviceId(): Promise<string> {
+  const settings = await models.settings.getOrCreate();
+
+  let { deviceId } = settings;
+  if (!deviceId) {
+    // Migrate old GA ID into settings model if needed
+    const oldId = (window && window.localStorage.getItem('gaClientId')) || null;
+    deviceId = oldId || uuid.v4();
+
+    await models.settings.update(settings, { deviceId });
+  }
+
+  return deviceId;
+}
+
 // ~~~~~~~~~~~~~~~~~ //
 // Private Functions //
 // ~~~~~~~~~~~~~~~~~ //
@@ -129,15 +144,7 @@ export async function _trackPageView(location: string) {
 }
 
 async function _getDefaultParams(): Promise<Array<RequestParameter>> {
-  const settings = await models.settings.getOrCreate();
-
-  // Migrate old GA ID into settings model
-  let { deviceId } = settings;
-  if (!deviceId) {
-    const oldId = (window && window.localStorage.gaClientId) || null;
-    deviceId = oldId || uuid.v4();
-    await models.settings.update(settings, { deviceId });
-  }
+  const deviceId = await getDeviceId();
 
   // Prepping user agent string prior to sending to GA due to Electron base UA not being GA friendly.
   const ua = String(window?.navigator?.userAgent)
diff --git a/packages/insomnia-app/app/common/send-request.js b/packages/insomnia-app/app/common/send-request.js
index 0a2d5d5ded..bb02fb9137 100644
--- a/packages/insomnia-app/app/common/send-request.js
+++ b/packages/insomnia-app/app/common/send-request.js
@@ -1,5 +1,5 @@
 import * as db from './database';
-import { types as modelTypes } from '../models';
+import { types as modelTypes, stats } from '../models';
 import { send } from '../network/network';
 import { getBodyBuffer } from '../models/response';
 
@@ -24,6 +24,7 @@ export async function getSendRequestCallbackMemDb(environmentId, memDB) {
 
 export function getSendRequestCallback(environmentId) {
   return async function sendRequest(requestId) {
+    stats.incrementExecutedRequests();
     return sendAndTransform(requestId, environmentId);
   };
 }
diff --git a/packages/insomnia-app/app/models/stats.js b/packages/insomnia-app/app/models/stats.js
index f4bb07dfa9..f54f699c27 100644
--- a/packages/insomnia-app/app/models/stats.js
+++ b/packages/insomnia-app/app/models/stats.js
@@ -1,6 +1,9 @@
 // @flow
 import * as db from '../common/database';
 import type { BaseModel } from './index';
+import type { Workspace } from './workspace';
+import type { RequestGroup } from './request-group';
+import { isRequest, isGrpcRequest } from './helpers/is-model';
 
 export const name = 'Stats';
 export const type = 'Stats';
@@ -14,6 +17,9 @@ type BaseStats = {
   currentVersion: string | null,
   lastVersion: string | null,
   launches: number,
+  createdRequests: number,
+  deletedRequests: number,
+  executedRequests: number,
 };
 
 export type Stats = BaseModel & BaseStats;
@@ -25,6 +31,9 @@ export function init(): BaseStats {
     currentVersion: null,
     lastVersion: null,
     launches: 0,
+    createdRequests: 0,
+    deletedRequests: 0,
+    executedRequests: 0,
   };
 }
 
@@ -49,3 +58,40 @@ export async function get(): Promise<Stats> {
     return results[0];
   }
 }
+
+export async function incrementRequestStats({
+  createdRequests,
+  deletedRequests,
+  executedRequests,
+}: $Shape<Stats>) {
+  const stats = await get();
+  await update({
+    ...(createdRequests && { createdRequests: stats.createdRequests + createdRequests }),
+    ...(deletedRequests && { deletedRequests: stats.deletedRequests + deletedRequests }),
+    ...(executedRequests && { executedRequests: stats.executedRequests + executedRequests }),
+  });
+}
+
+export async function incrementCreatedRequests() {
+  await incrementRequestStats({ createdRequests: 1 });
+}
+
+export async function incrementDeletedRequests() {
+  await incrementRequestStats({ deletedRequests: 1 });
+}
+
+export async function incrementExecutedRequests() {
+  await incrementRequestStats({ executedRequests: 1 });
+}
+
+export async function incrementCreatedRequestsForDescendents(doc: Workspace | RequestGroup) {
+  const docs = await db.withDescendants(doc);
+  const requests = docs.filter(doc => isRequest(doc) || isGrpcRequest(doc));
+  await incrementRequestStats({ createdRequests: requests.length });
+}
+
+export async function incrementDeletedRequestsForDescendents(doc: Workspace | RequestGroup) {
+  const docs = await db.withDescendants(doc);
+  const requests = docs.filter(doc => isRequest(doc) || isGrpcRequest(doc));
+  await incrementRequestStats({ deletedRequests: requests.length });
+}
diff --git a/packages/insomnia-app/app/network/grpc/index.js b/packages/insomnia-app/app/network/grpc/index.js
index d3910a6e43..ebea8142a9 100644
--- a/packages/insomnia-app/app/network/grpc/index.js
+++ b/packages/insomnia-app/app/network/grpc/index.js
@@ -50,6 +50,9 @@ export const sendUnary = async (requestId: string, respond: ResponseCallbacks):
   // Create callback
   const callback = _createUnaryCallback(requestId, respond);
 
+  // Update request stats
+  models.stats.incrementExecutedRequests();
+
   // Make call
   const call = client.makeUnaryRequest(
     selectedMethod.path,
@@ -89,6 +92,9 @@ export const startClientStreaming = async (
   // Create callback
   const callback = _createUnaryCallback(requestId, respond);
 
+  // Update request stats
+  models.stats.incrementExecutedRequests();
+
   // Make call
   const call = client.makeClientStreamRequest(
     selectedMethod.path,
@@ -131,6 +137,9 @@ export const startServerStreaming = async (
     return;
   }
 
+  // Update request stats
+  models.stats.incrementExecutedRequests();
+
   // Make call
   const call = client.makeServerStreamRequest(
     selectedMethod.path,
@@ -170,6 +179,9 @@ export const startBidiStreaming = async (
     return;
   }
 
+  // Update request stats
+  models.stats.incrementExecutedRequests();
+
   // Make call
   const call = client.makeBidiStreamRequest(
     selectedMethod.path,
diff --git a/packages/insomnia-app/app/ui/components/dropdowns/document-card-dropdown.js b/packages/insomnia-app/app/ui/components/dropdowns/document-card-dropdown.js
index f24305df8c..a42efbc608 100644
--- a/packages/insomnia-app/app/ui/components/dropdowns/document-card-dropdown.js
+++ b/packages/insomnia-app/app/ui/components/dropdowns/document-card-dropdown.js
@@ -51,6 +51,8 @@ class DocumentCardDropdown extends React.PureComponent<Props, State> {
         const newWorkspace = await db.duplicate(workspace, { name: newName });
         await models.apiSpec.updateOrCreateForParentId(newWorkspace._id, { fileName: newName });
 
+        models.stats.incrementCreatedRequestsForDescendents(newWorkspace);
+
         handleSetActiveWorkspace(newWorkspace._id);
       },
     });
@@ -94,6 +96,9 @@ class DocumentCardDropdown extends React.PureComponent<Props, State> {
         if (isLastWorkspace) {
           await models.workspace.create({ name: getAppName(), scope: 'spec' });
         }
+
+        await models.stats.incrementDeletedRequestsForDescendents(workspace);
+
         await models.workspace.remove(workspace);
       },
     });
diff --git a/packages/insomnia-app/app/ui/components/dropdowns/request-actions-dropdown.js b/packages/insomnia-app/app/ui/components/dropdowns/request-actions-dropdown.js
index dce324d65e..89eea4da04 100644
--- a/packages/insomnia-app/app/ui/components/dropdowns/request-actions-dropdown.js
+++ b/packages/insomnia-app/app/ui/components/dropdowns/request-actions-dropdown.js
@@ -13,6 +13,7 @@ import { hotKeyRefs } from '../../../common/hotkeys';
 import * as misc from '../../../common/misc';
 import { isRequest } from '../../../models/helpers/is-model';
 import * as requestOperations from '../../../models/helpers/request-operations';
+import { incrementDeletedRequests } from '../../../models/stats';
 
 @autobind
 class RequestActionsDropdown extends PureComponent {
@@ -44,6 +45,7 @@ class RequestActionsDropdown extends PureComponent {
   _handleRemove() {
     const { request } = this.props;
 
+    incrementDeletedRequests();
     return requestOperations.remove(request);
   }
 
diff --git a/packages/insomnia-app/app/ui/components/dropdowns/request-group-actions-dropdown.js b/packages/insomnia-app/app/ui/components/dropdowns/request-group-actions-dropdown.js
index 5a2b5b0c01..4ae0ef947b 100644
--- a/packages/insomnia-app/app/ui/components/dropdowns/request-group-actions-dropdown.js
+++ b/packages/insomnia-app/app/ui/components/dropdowns/request-group-actions-dropdown.js
@@ -80,7 +80,9 @@ class RequestGroupActionsDropdown extends React.PureComponent<Props, State> {
     this.props.handleCreateRequestGroup(this.props.requestGroup._id);
   }
 
-  _handleDeleteFolder() {
+  async _handleDeleteFolder() {
+    await models.stats.incrementDeletedRequestsForDescendents(this.props.requestGroup);
+
     models.requestGroup.remove(this.props.requestGroup);
   }
 
diff --git a/packages/insomnia-app/app/ui/components/modals/request-settings-modal.js b/packages/insomnia-app/app/ui/components/modals/request-settings-modal.js
index e0a60eb7e1..83726a97f5 100644
--- a/packages/insomnia-app/app/ui/components/modals/request-settings-modal.js
+++ b/packages/insomnia-app/app/ui/components/modals/request-settings-modal.js
@@ -183,6 +183,8 @@ class RequestSettingsModal extends React.PureComponent<Props, State> {
     setTimeout(() => {
       this.setState({ justCopied: false });
     }, 2000);
+
+    models.stats.incrementCreatedRequests();
   }
 
   async show({ request, forceEditMode }: RequestSettingsModalOptions) {
diff --git a/packages/insomnia-app/app/ui/components/toast.js b/packages/insomnia-app/app/ui/components/toast.js
index d5deea4127..0b9ea41ca7 100644
--- a/packages/insomnia-app/app/ui/components/toast.js
+++ b/packages/insomnia-app/app/ui/components/toast.js
@@ -20,6 +20,7 @@ import * as fetch from '../../account/fetch';
 import imgSrcDesigner from '../images/insomnia-designer-logo.png';
 import imgSrcCore from '../images/insomnia-core-logo.png';
 import { APP_ID_INSOMNIA } from '../../../config';
+import { getDeviceId } from '../../common/analytics';
 
 const LOCALSTORAGE_KEY = 'insomnia::notifications::seen';
 
@@ -127,6 +128,10 @@ class Toast extends React.PureComponent<Props, State> {
         autoUpdatesDisabled: !settings.updateAutomatically,
         disableUpdateNotification: settings.disableUpdateNotification,
         updateChannel: settings.updateChannel,
+        deviceId: await getDeviceId(),
+        createdRequests: stats.createdRequests,
+        deletedRequests: stats.deletedRequests,
+        executedRequests: stats.executedRequests,
       };
 
       notification = await fetch.post('/notification', data, session.getCurrentSessionId());
diff --git a/packages/insomnia-app/app/ui/components/wrapper.js b/packages/insomnia-app/app/ui/components/wrapper.js
index cb3fd610c2..e67058198c 100644
--- a/packages/insomnia-app/app/ui/components/wrapper.js
+++ b/packages/insomnia-app/app/ui/components/wrapper.js
@@ -429,11 +429,15 @@ class Wrapper extends React.PureComponent<WrapperProps, State> {
         title: 'Deleting Last Workspace',
         message: 'Since you deleted your only workspace, a new one has been created for you.',
         onConfirm: async () => {
+          await models.stats.incrementDeletedRequestsForDescendents(activeWorkspace);
+
           await models.workspace.create({ name: getAppName() });
           await models.workspace.remove(activeWorkspace);
         },
       });
     } else {
+      await models.stats.incrementDeletedRequestsForDescendents(activeWorkspace);
+
       await models.workspace.remove(activeWorkspace);
     }
   }
diff --git a/packages/insomnia-app/app/ui/containers/app.js b/packages/insomnia-app/app/ui/containers/app.js
index 6ed371141b..b9b8a94844 100644
--- a/packages/insomnia-app/app/ui/containers/app.js
+++ b/packages/insomnia-app/app/ui/containers/app.js
@@ -209,6 +209,7 @@ class App extends PureComponent {
           const parentId = activeRequest ? activeRequest.parentId : activeWorkspace._id;
           const request = await models.request.create({ parentId, name: 'New Request' });
           await this._handleSetActiveRequest(request._id);
+          models.stats.incrementCreatedRequests();
         },
       ],
       [
@@ -236,6 +237,7 @@ class App extends PureComponent {
                 return;
               }
               await requestOperations.remove(activeRequest);
+              models.stats.incrementDeletedRequests();
             },
           });
         },
@@ -338,6 +340,7 @@ class App extends PureComponent {
       parentId,
       onComplete: requestId => {
         this._handleSetActiveRequest(requestId);
+        models.stats.incrementCreatedRequests();
       },
     });
   }
@@ -350,7 +353,9 @@ class App extends PureComponent {
       label: 'New Name',
       selectText: true,
       onComplete: async name => {
-        await models.requestGroup.duplicate(requestGroup, { name });
+        const newRequestGroup = await models.requestGroup.duplicate(requestGroup, { name });
+
+        models.stats.incrementCreatedRequestsForDescendents(newRequestGroup);
       },
     });
   }
@@ -373,6 +378,7 @@ class App extends PureComponent {
       onComplete: async name => {
         const newRequest = await requestOperations.duplicate(request, { name });
         await this._handleSetActiveRequest(newRequest._id);
+        models.stats.incrementCreatedRequests();
       },
     });
   }
@@ -404,6 +410,9 @@ class App extends PureComponent {
         if (!isYes) {
           return;
         }
+
+        await models.stats.incrementDeletedRequestsForDescendents(workspace);
+
         await models.workspace.remove(workspace);
       },
     });
@@ -422,6 +431,8 @@ class App extends PureComponent {
         const newWorkspace = await db.duplicate(workspace, { name });
         await this.props.handleSetActiveWorkspace(newWorkspace._id);
         callback();
+
+        models.stats.incrementCreatedRequestsForDescendents(newWorkspace);
       },
     });
   }
@@ -650,12 +661,8 @@ class App extends PureComponent {
       return;
     }
 
-    // NOTE: Since request is by far the most popular event, we will throttle
-    // it so that we only track it if the request has changed since the last one
-    const key = request._id;
-    if (this._sendRequestTrackingKey !== key) {
-      this._sendRequestTrackingKey = key;
-    }
+    // Update request stats
+    models.stats.incrementExecutedRequests();
 
     // Start loading
     handleStartLoading(requestId);
@@ -738,12 +745,8 @@ class App extends PureComponent {
       return;
     }
 
-    // NOTE: Since request is by far the most popular event, we will throttle
-    // it so that we only track it if the request has changed since the last noe
-    const key = `${request._id}::${request.modified}`;
-    if (this._sendRequestTrackingKey !== key) {
-      this._sendRequestTrackingKey = key;
-    }
+    // Update request stats
+    models.stats.incrementExecutedRequests();
 
     handleStartLoading(requestId);
 
diff --git a/packages/insomnia-app/app/ui/redux/modules/global.js b/packages/insomnia-app/app/ui/redux/modules/global.js
index 58f48c4ce1..125ae624f5 100644
--- a/packages/insomnia-app/app/ui/redux/modules/global.js
+++ b/packages/insomnia-app/app/ui/redux/modules/global.js
@@ -313,6 +313,10 @@ function handleImportResult(result: ImportResult, errorMessage: string): Array<W
     return [];
   }
 
+  const createdRequests =
+    summary[models.request.type].length + summary[models.grpcRequest.type].length;
+  models.stats.incrementRequestStats({ createdRequests: createdRequests });
+
   return summary[models.workspace.type] || [];
 }