diff --git a/package.json b/package.json
index 691e948898..95d25fd7da 100644
--- a/package.json
+++ b/package.json
@@ -56,7 +56,7 @@
   },
   "dependencies": {
     "@babel/runtime": "^7.12.5",
-    "@matrix-org/analytics-events": "^0.2.0",
+    "@matrix-org/analytics-events": "^0.3.0",
     "@matrix-org/matrix-wysiwyg": "^0.3.2",
     "@matrix-org/react-sdk-module-api": "^0.0.3",
     "@sentry/browser": "^6.11.0",
diff --git a/src/PosthogAnalytics.ts b/src/PosthogAnalytics.ts
index b4e3a463bd..2bc3c98ae9 100644
--- a/src/PosthogAnalytics.ts
+++ b/src/PosthogAnalytics.ts
@@ -25,6 +25,11 @@ import SdkConfig from './SdkConfig';
 import { MatrixClientPeg } from "./MatrixClientPeg";
 import SettingsStore from "./settings/SettingsStore";
 import { ScreenName } from "./PosthogTrackers";
+import { ActionPayload } from "./dispatcher/payloads";
+import { Action } from "./dispatcher/actions";
+import { SettingUpdatedPayload } from "./dispatcher/payloads/SettingUpdatedPayload";
+import dis from "./dispatcher/dispatcher";
+import { Layout } from "./settings/enums/Layout";
 
 /* Posthog analytics tracking.
  *
@@ -153,8 +158,41 @@ export class PosthogAnalytics {
         } else {
             this.enabled = false;
         }
+
+        dis.register(this.onAction);
+        SettingsStore.monitorSetting("layout", null);
+        SettingsStore.monitorSetting("useCompactLayout", null);
+        this.onLayoutUpdated();
     }
 
+    private onLayoutUpdated = () => {
+        let layout: UserProperties["WebLayout"];
+
+        switch (SettingsStore.getValue("layout")) {
+            case Layout.IRC:
+                layout = "IRC";
+                break;
+            case Layout.Bubble:
+                layout = "Bubble";
+                break;
+            case Layout.Group:
+                layout = SettingsStore.getValue("useCompactLayout") ? "Compact" : "Group";
+                break;
+        }
+
+        // This is known to clobber other devices but is a good enough solution
+        // to get an idea of how much use each layout gets.
+        this.setProperty("WebLayout", layout);
+    };
+
+    private onAction = (payload: ActionPayload) => {
+        if (payload.action !== Action.SettingUpdated) return;
+        const settingsPayload = payload as SettingUpdatedPayload;
+        if (["layout", "useCompactLayout"].includes(settingsPayload.settingName)) {
+            this.onLayoutUpdated();
+        }
+    };
+
     // we persist the last `$screen_name` and send it for all events until it is replaced
     private lastScreen: ScreenName = "Loading";
 
@@ -192,7 +230,7 @@ export class PosthogAnalytics {
 
     private static async getPlatformProperties(): Promise<PlatformProperties> {
         const platform = PlatformPeg.get();
-        let appVersion;
+        let appVersion: string;
         try {
             appVersion = await platform.getAppVersion();
         } catch (e) {
diff --git a/test/PosthogAnalytics-test.ts b/test/PosthogAnalytics-test.ts
index 2b0e650b71..fe27cc26aa 100644
--- a/test/PosthogAnalytics-test.ts
+++ b/test/PosthogAnalytics-test.ts
@@ -17,15 +17,14 @@ limitations under the License.
 import { mocked } from 'jest-mock';
 import { PostHog } from 'posthog-js';
 
-import {
-    Anonymity,
-
-    getRedactedCurrentLocation,
-    IPosthogEvent,
-    PosthogAnalytics,
-} from '../src/PosthogAnalytics';
+import { Anonymity, getRedactedCurrentLocation, IPosthogEvent, PosthogAnalytics } from '../src/PosthogAnalytics';
 import SdkConfig from '../src/SdkConfig';
 import { getMockClientWithEventEmitter } from './test-utils';
+import SettingsStore from "../src/settings/SettingsStore";
+import { Layout } from "../src/settings/enums/Layout";
+import defaultDispatcher from "../src/dispatcher/dispatcher";
+import { Action } from "../src/dispatcher/actions";
+import { SettingLevel } from "../src/settings/SettingLevel";
 
 const getFakePosthog = (): PostHog => ({
     capture: jest.fn(),
@@ -37,7 +36,7 @@ const getFakePosthog = (): PostHog => ({
 
 export interface ITestEvent extends IPosthogEvent {
     eventName: "JestTestEvents";
-    foo: string;
+    foo?: string;
 }
 
 describe("PosthogAnalytics", () => {
@@ -180,4 +179,78 @@ describe("PosthogAnalytics", () => {
             expect(mocked(fakePosthog).identify.mock.calls[0][0]).toBe("existing_analytics_id");
         });
     });
+
+    describe("WebLayout", () => {
+        let analytics: PosthogAnalytics;
+
+        beforeEach(() => {
+            SdkConfig.put({
+                brand: "Testing",
+                posthog: {
+                    project_api_key: "foo",
+                    api_host: "bar",
+                },
+            });
+
+            analytics = new PosthogAnalytics(fakePosthog);
+            analytics.setAnonymity(Anonymity.Pseudonymous);
+        });
+
+        it("should send layout IRC correctly", async () => {
+            await SettingsStore.setValue("layout", null, SettingLevel.DEVICE, Layout.IRC);
+            defaultDispatcher.dispatch({
+                action: Action.SettingUpdated,
+                settingName: "layout",
+            }, true);
+            analytics.trackEvent<ITestEvent>({
+                eventName: "JestTestEvents",
+            });
+            expect(mocked(fakePosthog).capture.mock.calls[0][1]["$set"]).toStrictEqual({
+                "WebLayout": "IRC",
+            });
+        });
+
+        it("should send layout Bubble correctly", async () => {
+            await SettingsStore.setValue("layout", null, SettingLevel.DEVICE, Layout.Bubble);
+            defaultDispatcher.dispatch({
+                action: Action.SettingUpdated,
+                settingName: "layout",
+            }, true);
+            analytics.trackEvent<ITestEvent>({
+                eventName: "JestTestEvents",
+            });
+            expect(mocked(fakePosthog).capture.mock.calls[0][1]["$set"]).toStrictEqual({
+                "WebLayout": "Bubble",
+            });
+        });
+
+        it("should send layout Group correctly", async () => {
+            await SettingsStore.setValue("layout", null, SettingLevel.DEVICE, Layout.Group);
+            defaultDispatcher.dispatch({
+                action: Action.SettingUpdated,
+                settingName: "layout",
+            }, true);
+            analytics.trackEvent<ITestEvent>({
+                eventName: "JestTestEvents",
+            });
+            expect(mocked(fakePosthog).capture.mock.calls[0][1]["$set"]).toStrictEqual({
+                "WebLayout": "Group",
+            });
+        });
+
+        it("should send layout Compact correctly", async () => {
+            await SettingsStore.setValue("layout", null, SettingLevel.DEVICE, Layout.Group);
+            await SettingsStore.setValue("useCompactLayout", null, SettingLevel.DEVICE, true);
+            defaultDispatcher.dispatch({
+                action: Action.SettingUpdated,
+                settingName: "useCompactLayout",
+            }, true);
+            analytics.trackEvent<ITestEvent>({
+                eventName: "JestTestEvents",
+            });
+            expect(mocked(fakePosthog).capture.mock.calls[0][1]["$set"]).toStrictEqual({
+                "WebLayout": "Compact",
+            });
+        });
+    });
 });
diff --git a/yarn.lock b/yarn.lock
index a176b25e21..99b54b2c53 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -1664,10 +1664,10 @@
   resolved "https://registry.yarnpkg.com/@mapbox/whoots-js/-/whoots-js-3.1.0.tgz#497c67a1cef50d1a2459ba60f315e448d2ad87fe"
   integrity sha512-Es6WcD0nO5l+2BOQS4uLfNPYQaNDfbot3X1XUoloz+x0mPDS3eeORZJl06HXjwBG1fOGwCRnzK88LMdxKRrd6Q==
 
-"@matrix-org/analytics-events@^0.2.0":
-  version "0.2.0"
-  resolved "https://registry.yarnpkg.com/@matrix-org/analytics-events/-/analytics-events-0.2.0.tgz#453925c939ecdd5ca6c797d293deb8cf0933f1b8"
-  integrity sha512-+0/Sydm4MNOcqd8iySJmojVPB74Axba4BXlwTsiKmL5fgYqdUkwmqkO39K7Pn8i+a+8pg11oNvBPkpWs3O5Qww==
+"@matrix-org/analytics-events@^0.3.0":
+  version "0.3.0"
+  resolved "https://registry.yarnpkg.com/@matrix-org/analytics-events/-/analytics-events-0.3.0.tgz#a428f7e3f164ffadf38f35bc0f0f9a3e47369ce6"
+  integrity sha512-f1WIMA8tjNB3V5g1C34yIpIJK47z6IJ4SLiY4j+J9Gw4X8C3TKGTAx563rMcMvW3Uk/PFqnIBXtkavHBXoYJ9A==
 
 "@matrix-org/matrix-wysiwyg@^0.3.2":
   version "0.3.2"