diff --git a/apps/web/playwright/e2e/crypto/crypto.spec.ts b/apps/web/playwright/e2e/crypto/crypto.spec.ts
index 9a4c6b09092..a5dfd32755d 100644
--- a/apps/web/playwright/e2e/crypto/crypto.spec.ts
+++ b/apps/web/playwright/e2e/crypto/crypto.spec.ts
@@ -27,6 +27,9 @@ const startDMWithBob = async (page: Page, bob: Bot) => {
     await page.getByRole("option", { name: bob.credentials.displayName }).click();
     await expect(page.getByTestId("invite-dialog-input-wrapper").getByText("Bob")).toBeVisible();
     await page.getByRole("button", { name: "Go" }).click();
+
+    await expect(page.getByRole("heading", { name: "Start a chat with this new contact?" })).toBeVisible();
+    await page.getByRole("button", { name: "Continue" }).click();
 };
 
 const testMessages = async (page: Page, bob: Bot, bobRoomId: string) => {
diff --git a/apps/web/playwright/e2e/crypto/history-sharing.spec.ts b/apps/web/playwright/e2e/crypto/history-sharing.spec.ts
index 3974ba79c5f..29676036ba4 100644
--- a/apps/web/playwright/e2e/crypto/history-sharing.spec.ts
+++ b/apps/web/playwright/e2e/crypto/history-sharing.spec.ts
@@ -49,7 +49,7 @@ test.describe("History sharing", function () {
             await sendMessageInCurrentRoom(alicePage, "A message from Alice");
 
             // Send the invite to Bob
-            await aliceElementApp.inviteUserToCurrentRoom(bobCredentials.userId);
+            await aliceElementApp.inviteUserToCurrentRoom(bobCredentials.userId, { confirmUnknownUser: true });
 
             // Bob accepts the invite
             await bobPage.getByRole("option", { name: "TestRoom" }).click();
@@ -105,7 +105,7 @@ test.describe("History sharing", function () {
 
         // Alice invites Bob, and Bob accepts
         const roomId = await aliceElementApp.getCurrentRoomIdFromUrl();
-        await aliceElementApp.inviteUserToCurrentRoom(bobCredentials.userId);
+        await aliceElementApp.inviteUserToCurrentRoom(bobCredentials.userId, { confirmUnknownUser: true });
         await bobPage.getByRole("option", { name: "TestRoom" }).click();
         await bobPage.getByRole("button", { name: "Accept" }).click();
 
@@ -143,7 +143,7 @@ test.describe("History sharing", function () {
         await sendMessageInCurrentRoom(bobPage, "Message3: 'shared' visibility, but Bob thinks it is still 'joined'");
 
         // Alice now invites Charlie
-        await aliceElementApp.inviteUserToCurrentRoom(charlieCredentials.userId);
+        await aliceElementApp.inviteUserToCurrentRoom(charlieCredentials.userId, { confirmUnknownUser: true });
         await charliePage.getByRole("option", { name: "TestRoom" }).click();
         await charliePage.getByRole("button", { name: "Accept" }).click();
 
diff --git a/apps/web/playwright/e2e/invite/invite-dialog.spec.ts b/apps/web/playwright/e2e/invite/invite-dialog.spec.ts
index 42588f37c7b..60fb6bf4afa 100644
--- a/apps/web/playwright/e2e/invite/invite-dialog.spec.ts
+++ b/apps/web/playwright/e2e/invite/invite-dialog.spec.ts
@@ -9,6 +9,15 @@ Please see LICENSE files in the repository root for full details.
 
 import { test, expect } from "../../element-web-test";
 
+/**
+ * CSS which will hide the mxid in the user list of the "unknown users" confirmation dialog. This is useful because the
+ * MXID is not stable and the screenshot tests will otherwise fail.
+ *
+ * Ideally RichItem would give us a way to do this that doesn't involve gnarly CSS.
+ */
+const UNKNOWN_IDENTITY_USERS_DIALOG_HIDE_MXID_CSS =
+    '[data-testid="userlist"] li > span:nth-last-child(1) { display: none }';
+
 test.describe("Invite dialog", function () {
     test.use({
         displayName: "Hanako",
@@ -62,6 +71,15 @@ test.describe("Invite dialog", function () {
         // Invite the bot
         await other.getByRole("button", { name: "Invite" }).click();
 
+        // Expect a confirmation dialog, screenshot, and dismiss
+        await expect(
+            page.locator(".mx_Dialog").getByRole("heading", { name: "Invite new contacts to this room?" }),
+        ).toBeVisible();
+        await expect(page.locator(".mx_Dialog")).toMatchScreenshot("confirm-invite-new-contact.png", {
+            css: UNKNOWN_IDENTITY_USERS_DIALOG_HIDE_MXID_CSS,
+        });
+        await page.locator(".mx_Dialog").getByRole("button", { name: "Invite" }).click();
+
         // Assert that the invite dialog disappears
         await expect(page.locator(".mx_InviteDialog_other")).not.toBeVisible();
 
@@ -104,6 +122,15 @@ test.describe("Invite dialog", function () {
             // Open a direct message UI
             await other.getByRole("button", { name: "Go" }).click();
 
+            // Expect a confirmation dialog, screenshot, and dismiss
+            await expect(
+                page.locator(".mx_Dialog").getByRole("heading", { name: "Start a chat with this new contact?" }),
+            ).toBeVisible();
+            await expect(page.locator(".mx_Dialog")).toMatchScreenshot("confirm-chat-with-new-contact.png", {
+                css: UNKNOWN_IDENTITY_USERS_DIALOG_HIDE_MXID_CSS,
+            });
+            await page.locator(".mx_Dialog").getByRole("button", { name: "Continue" }).click();
+
             // Assert that the invite dialog disappears
             await expect(page.locator(".mx_InviteDialog_other")).not.toBeVisible();
 
diff --git a/apps/web/playwright/e2e/room/create-room.spec.ts b/apps/web/playwright/e2e/room/create-room.spec.ts
index 554f972c7d5..fd699dcec87 100644
--- a/apps/web/playwright/e2e/room/create-room.spec.ts
+++ b/apps/web/playwright/e2e/room/create-room.spec.ts
@@ -57,6 +57,9 @@ test.describe("Create Room", () => {
 
         await page.getByRole("button", { name: "Go" }).click();
 
+        await expect(page.getByRole("heading", { name: "Start a chat with this new contact?" })).toBeVisible();
+        await page.getByRole("button", { name: "Continue" }).click();
+
         await expect(page.getByText("Encryption enabled")).toBeVisible();
         await expect(page.getByText("Send your first message to")).toBeVisible();
 
diff --git a/apps/web/playwright/e2e/room/room-status-bar.spec.ts b/apps/web/playwright/e2e/room/room-status-bar.spec.ts
index 78d5c49a300..dc11333753b 100644
--- a/apps/web/playwright/e2e/room/room-status-bar.spec.ts
+++ b/apps/web/playwright/e2e/room/room-status-bar.spec.ts
@@ -163,6 +163,10 @@ test.describe("Room Status Bar", () => {
                 ).toBeVisible();
                 await other.getByRole("option", { name: "Alice" }).click();
                 await other.getByRole("button", { name: "Go" }).click();
+
+                await expect(page.getByRole("heading", { name: "Start a chat with this new contact?" })).toBeVisible();
+                await page.getByRole("button", { name: "Continue" }).click();
+
                 // Send a message to invite the bots
                 const composer = app.getComposerField();
                 await composer.fill("Hello");
diff --git a/apps/web/playwright/e2e/settings/encryption-user-tab/other-devices.spec.ts b/apps/web/playwright/e2e/settings/encryption-user-tab/other-devices.spec.ts
index 6c20af2d9a5..a46e6eef368 100644
--- a/apps/web/playwright/e2e/settings/encryption-user-tab/other-devices.spec.ts
+++ b/apps/web/playwright/e2e/settings/encryption-user-tab/other-devices.spec.ts
@@ -33,7 +33,7 @@ test.describe("Other people's devices section in Encryption tab", () => {
 
         // Create the room and invite bob
         await createRoom(alicePage, "TestRoom", true);
-        await aliceElementApp.inviteUserToCurrentRoom(bobCredentials.userId);
+        await aliceElementApp.inviteUserToCurrentRoom(bobCredentials.userId, { confirmUnknownUser: true });
 
         // Bob accepts the invite
         await bobPage.getByRole("option", { name: "TestRoom" }).click();
@@ -72,7 +72,7 @@ test.describe("Other people's devices section in Encryption tab", () => {
 
         // Create the room and invite bob
         await createRoom(alicePage, "TestRoom", true);
-        await aliceElementApp.inviteUserToCurrentRoom(bobCredentials.userId);
+        await aliceElementApp.inviteUserToCurrentRoom(bobCredentials.userId, { confirmUnknownUser: true });
 
         // Bob accepts the invite
         await bobPage.getByRole("option", { name: "TestRoom" }).click();
@@ -115,7 +115,7 @@ test.describe("Other people's devices section in Encryption tab", () => {
 
         // Create the room and invite bob
         await createRoom(alicePage, "TestRoom", true);
-        await aliceElementApp.inviteUserToCurrentRoom(bobCredentials.userId);
+        await aliceElementApp.inviteUserToCurrentRoom(bobCredentials.userId, { confirmUnknownUser: true });
 
         // Bob accepts the invite and dismisses the warnings.
         await bobPage.getByRole("option", { name: "TestRoom" }).click();
@@ -149,7 +149,7 @@ test.describe("Other people's devices section in Encryption tab", () => {
 
         // Alice creates the room and invite Bob.
         await createRoom(alicePage, "TestRoom", true);
-        await aliceElementApp.inviteUserToCurrentRoom(bobCredentials.userId);
+        await aliceElementApp.inviteUserToCurrentRoom(bobCredentials.userId, { confirmUnknownUser: true });
 
         // Bob accepts the invite.
         await bobPage.getByRole("option", { name: "TestRoom" }).click();
@@ -214,7 +214,7 @@ test.describe("Other people's devices section in Encryption tab", () => {
 
         // Alice creates the room and invite Bob.
         await createRoom(alicePage, "TestRoom", true);
-        await aliceElementApp.inviteUserToCurrentRoom(bobCredentials.userId);
+        await aliceElementApp.inviteUserToCurrentRoom(bobCredentials.userId, { confirmUnknownUser: true });
 
         // Bob accepts the invite.
         await bobPage.getByRole("option", { name: "TestRoom" }).click();
diff --git a/apps/web/playwright/pages/ElementAppPage.ts b/apps/web/playwright/pages/ElementAppPage.ts
index e5a1aab31c1..1d285070107 100644
--- a/apps/web/playwright/pages/ElementAppPage.ts
+++ b/apps/web/playwright/pages/ElementAppPage.ts
@@ -233,15 +233,30 @@ export class ElementAppPage {
      * Open the room info panel, and use it to send an invite to the given user.
      *
      * @param userId - The user to invite to the room.
+     * @param options - Options object
      */
-    public async inviteUserToCurrentRoom(userId: string): Promise<void> {
+    public async inviteUserToCurrentRoom(
+        userId: string,
+        options?: {
+            /** If true, expect and acknowledge "Confirm inviting new users" page */
+            confirmUnknownUser?: boolean;
+        },
+    ): Promise<void> {
         const rightPanel = await this.openRoomInfoPanel();
         await rightPanel.getByRole("menuitem", { name: "Invite" }).click();
 
-        const input = this.page.getByRole("dialog").getByTestId("invite-dialog-input");
+        const dialogLocator = this.page.getByRole("dialog");
+        const input = dialogLocator.getByTestId("invite-dialog-input");
         await input.fill(userId);
         await input.press("Enter");
-        await this.page.getByRole("dialog").getByRole("button", { name: "Invite" }).click();
+        await dialogLocator.getByRole("button", { name: "Invite" }).click();
+
+        if (options?.confirmUnknownUser) {
+            await expect(
+                dialogLocator.getByRole("heading", { name: "Invite new contacts to this room?" }),
+            ).toBeVisible();
+            await dialogLocator.getByRole("button", { name: "Invite" }).click();
+        }
     }
 
     /**
diff --git a/apps/web/playwright/snapshots/invite/invite-dialog.spec.ts/confirm-chat-with-new-contact-linux.png b/apps/web/playwright/snapshots/invite/invite-dialog.spec.ts/confirm-chat-with-new-contact-linux.png
new file mode 100644
index 00000000000..4cdb24a1739
Binary files /dev/null and b/apps/web/playwright/snapshots/invite/invite-dialog.spec.ts/confirm-chat-with-new-contact-linux.png differ
diff --git a/apps/web/playwright/snapshots/invite/invite-dialog.spec.ts/confirm-invite-new-contact-linux.png b/apps/web/playwright/snapshots/invite/invite-dialog.spec.ts/confirm-invite-new-contact-linux.png
new file mode 100644
index 00000000000..cf961af67a6
Binary files /dev/null and b/apps/web/playwright/snapshots/invite/invite-dialog.spec.ts/confirm-invite-new-contact-linux.png differ
diff --git a/apps/web/res/css/_common.pcss b/apps/web/res/css/_common.pcss
index f3a9fdcb944..d55cb076068 100644
--- a/apps/web/res/css/_common.pcss
+++ b/apps/web/res/css/_common.pcss
@@ -598,6 +598,7 @@ legend {
         .mx_AccessSecretStorageDialog button,
         .mx_InviteDialog_section button,
         .mx_InviteDialog_editor button,
+        .mx_UnknownIdentityUsersWarningDialog button,
         [class|="maplibregl"]
     ),
 .mx_Dialog_buttons button:not(.mx_Dialog_nonDialogButton, .mx_AccessibleButton),
@@ -625,7 +626,8 @@ legend {
         .mx_ThemeChoicePanel_CustomTheme button,
         .mx_UnpinAllDialog button,
         .mx_ShareDialog button,
-        .mx_EncryptionUserSettingsTab button
+        .mx_EncryptionUserSettingsTab button,
+        .mx_UnknownIdentityUsersWarningDialog button
     ):last-child {
     margin-right: 0px;
 }
@@ -641,7 +643,8 @@ legend {
         .mx_ShareDialog button,
         .mx_EncryptionUserSettingsTab button,
         .mx_InviteDialog_section button,
-        .mx_InviteDialog_editor button
+        .mx_InviteDialog_editor button,
+        .mx_UnknownIdentityUsersWarningDialog button
     ):focus,
 .mx_Dialog input[type="submit"]:focus,
 .mx_Dialog_buttons button:not(.mx_Dialog_nonDialogButton, .mx_AccessibleButton):focus,
@@ -659,7 +662,8 @@ legend {
         .mx_ThemeChoicePanel_CustomTheme button,
         .mx_UnpinAllDialog button,
         .mx_ShareDialog button,
-        .mx_EncryptionUserSettingsTab button
+        .mx_EncryptionUserSettingsTab button,
+        .mx_UnknownIdentityUsersWarningDialog button
     ),
 .mx_Dialog_buttons input[type="submit"].mx_Dialog_primary {
     color: var(--cpd-color-text-on-solid-primary);
@@ -678,7 +682,8 @@ legend {
         .mx_ThemeChoicePanel_CustomTheme button,
         .mx_UnpinAllDialog button,
         .mx_ShareDialog button,
-        .mx_EncryptionUserSettingsTab button
+        .mx_EncryptionUserSettingsTab button,
+        .mx_UnknownIdentityUsersWarningDialog button
     ),
 .mx_Dialog_buttons input[type="submit"].danger {
     background-color: var(--cpd-color-bg-critical-primary);
@@ -701,7 +706,8 @@ legend {
         .mx_ThemeChoicePanel_CustomTheme button,
         .mx_UnpinAllDialog button,
         .mx_ShareDialog button,
-        .mx_EncryptionUserSettingsTab button
+        .mx_EncryptionUserSettingsTab button,
+        .mx_UnknownIdentityUsersWarningDialog button
     ):disabled,
 .mx_Dialog input[type="submit"]:disabled,
 .mx_Dialog_buttons button:not(.mx_Dialog_nonDialogButton, .mx_AccessibleButton):disabled,
diff --git a/apps/web/res/css/_components.pcss b/apps/web/res/css/_components.pcss
index 044a06bcb03..bac006d7f5e 100644
--- a/apps/web/res/css/_components.pcss
+++ b/apps/web/res/css/_components.pcss
@@ -171,6 +171,7 @@
 @import "./views/dialogs/_UserSettingsDialog.pcss";
 @import "./views/dialogs/_VerifyEMailDialog.pcss";
 @import "./views/dialogs/_WidgetCapabilitiesPromptDialog.pcss";
+@import "./views/dialogs/invite/_UnknownIdentityUsersWarningDialog.pcss";
 @import "./views/dialogs/security/_AccessSecretStorageDialog.pcss";
 @import "./views/dialogs/security/_CreateCrossSigningDialog.pcss";
 @import "./views/dialogs/security/_CreateSecretStorageDialog.pcss";
diff --git a/apps/web/res/css/views/dialogs/invite/_UnknownIdentityUsersWarningDialog.pcss b/apps/web/res/css/views/dialogs/invite/_UnknownIdentityUsersWarningDialog.pcss
new file mode 100644
index 00000000000..085d9dfa5d5
--- /dev/null
+++ b/apps/web/res/css/views/dialogs/invite/_UnknownIdentityUsersWarningDialog.pcss
@@ -0,0 +1,45 @@
+/*
+ Copyright 2026 Element Creations Ltd.
+
+ SPDX-License-Identifier: AGPL-3.0-only OR GPL-3.0-only OR LicenseRef-Element-Commercial
+ Please see LICENSE files in the repository root for full details.
+*/
+
+.mx_UnknownIdentityUsersWarningDialog {
+    display: flex;
+    flex-direction: column;
+    height: 600px; /* Consistency with InviteDialog */
+}
+
+.mx_UnknownIdentityUsersWarningDialog_headerContainer {
+    /* Centre the PageHeader component horizontally */
+    display: flex;
+    justify-content: center;
+
+    /* Styling for the regular text inside the header */
+    font: var(--cpd-font-body-lg-regular);
+
+    /* Space before the list */
+    padding-bottom: var(--cpd-space-6x);
+}
+
+.mx_UnknownIdentityUsersWarningDialog_userList {
+    width: 100%;
+    overflow: auto;
+
+    /* Fill available vertical space, but don't allow it to shrink to less than 60px (about the height of a single tile) */
+    flex: 1 0 60px;
+
+    /* Remove browser default ul padding/margin */
+    padding: 0;
+    margin: 0;
+}
+
+.mx_UnknownIdentityUsersWarningDialog_buttons {
+    display: flex;
+    gap: var(--cpd-space-4x);
+
+    > button {
+        flex: 1;
+    }
+}
diff --git a/apps/web/src/components/views/dialogs/InviteDialog.tsx b/apps/web/src/components/views/dialogs/InviteDialog.tsx
index be208b24a20..a9271292415 100644
--- a/apps/web/src/components/views/dialogs/InviteDialog.tsx
+++ b/apps/web/src/components/views/dialogs/InviteDialog.tsx
@@ -61,6 +61,9 @@ import { type UserProfilesStore } from "../../../stores/UserProfilesStore";
 import InviteProgressBody from "./InviteProgressBody.tsx";
 import MultiInviter, { type CompletionStates as MultiInviterCompletionStates } from "../../../utils/MultiInviter.ts";
 import { DMRoomTile } from "./invite/DMRoomTile.tsx";
+import { logErrorAndShowErrorDialog } from "../../../utils/ErrorUtils.tsx";
+import UnknownIdentityUsersWarningDialog from "./invite/UnknownIdentityUsersWarningDialog.tsx";
+import { AddressType, getAddressType } from "../../../UserAddress.ts";
 
 interface Result {
     userId: string;
@@ -161,6 +164,14 @@ interface IInviteDialogState {
     dialPadValue: string;
     currentTabId: TabId;
 
+    /**
+     * If we tried to invite some users whose identity we don't know, we will show a warning.
+     * This is the list of users. (If it is `null`, we are not showing that warning.)
+     *
+     * Will never be the empty list.
+     */
+    unknownIdentityUsers: Member[] | null;
+
     /**
      * True if we are sending the invites.
      *
@@ -230,7 +241,8 @@ export default class InviteDialog extends React.PureComponent<Props, IInviteDial
             dialPadValue: "",
             currentTabId: TabId.UserDirectory,
 
-            // These two flags are used for the 'Go' button to communicate what is going on.
+            unknownIdentityUsers: null,
+
             busy: false,
         };
     }
@@ -444,6 +456,21 @@ export default class InviteDialog extends React.PureComponent<Props, IInviteDial
         }
     };
 
+    /**
+     * Start the process of actually sending invites or creating a DM.
+     *
+     * Called once we have shown the user all the necessary warnings.
+     */
+    private async startDmOrSendInvites(): Promise<void> {
+        if (this.props.kind === InviteKind.Dm) {
+            await this.startDm();
+        } else if (this.props.kind === InviteKind.Invite) {
+            await this.inviteUsers();
+        } else {
+            throw new Error("Unknown InviteKind: " + this.props.kind);
+        }
+    }
+
     private transferCall = async (): Promise<void> => {
         if (this.props.kind !== InviteKind.CallTransfer) return;
         if (this.state.currentTabId == TabId.UserDirectory) {
@@ -1123,14 +1150,49 @@ export default class InviteDialog extends React.PureComponent<Props, IInviteDial
         );
     }
 
+    /**
+     * Handle the user pressing the Go/Invite button in the "Start Chat" or "Invite users" view.
+     *
+     * We check if any of the users lack a known cryptographic identity, and show a warning if so.
+     */
+    private async onGoButtonPressed(): Promise<void> {
+        this.setBusy(true);
+
+        const targets = this.convertFilter();
+        const unknownIdentityUsers: Member[] = [];
+        const cli = MatrixClientPeg.safeGet();
+        const crypto = cli.getCrypto();
+        if (crypto) {
+            for (const t of targets) {
+                const addressType = getAddressType(t.userId);
+                if (
+                    addressType !== AddressType.MatrixUserId ||
+                    !(await crypto.getUserVerificationStatus(t.userId)).known
+                ) {
+                    unknownIdentityUsers.push(t);
+                }
+            }
+        }
+
+        // If we have some users with unknown identities, show the warning page.
+        if (unknownIdentityUsers.length > 0) {
+            logger.debug(
+                "InviteDialog: Warning about users with unknown identities:",
+                unknownIdentityUsers.map((u) => u.userId),
+            );
+            this.setState({ unknownIdentityUsers: unknownIdentityUsers, busy: false });
+        } else {
+            // Otherwise, transition directly to sending the relevant invites.
+            await this.startDmOrSendInvites();
+        }
+    }
+
     /**
      * Render content of the "users" that is used for both invites and "start chat".
      */
     private renderMainTab(): JSX.Element {
         let helpText;
         let buttonText;
-        let goButtonFn: (() => Promise<void>) | null = null;
-
         const identityServersEnabled = SettingsStore.getValue(UIFeature.IdentityServer);
 
         const cli = MatrixClientPeg.safeGet();
@@ -1167,7 +1229,6 @@ export default class InviteDialog extends React.PureComponent<Props, IInviteDial
             }
 
             buttonText = _t("action|go");
-            goButtonFn = this.startDm;
         } else if (this.props.kind === InviteKind.Invite) {
             const roomId = this.props.roomId;
             const room = MatrixClientPeg.get()?.getRoom(roomId);
@@ -1211,11 +1272,14 @@ export default class InviteDialog extends React.PureComponent<Props, IInviteDial
             );
 
             buttonText = _t("action|invite");
-            goButtonFn = this.inviteUsers;
         } else {
             throw new Error("Unknown InviteDialog kind: " + this.props.kind);
         }
 
+        const onGoButtonPressed = (): void => {
+            this.onGoButtonPressed().catch((e) => logErrorAndShowErrorDialog("Error processing invites", e));
+        };
+
         return (
             <React.Fragment>
                 <p className="mx_InviteDialog_helpText">{helpText}</p>
@@ -1223,7 +1287,7 @@ export default class InviteDialog extends React.PureComponent<Props, IInviteDial
                     {this.renderEditor()}
                     <AccessibleButton
                         kind="primary"
-                        onClick={goButtonFn}
+                        onClick={onGoButtonPressed}
                         className="mx_InviteDialog_goButton"
                         disabled={this.state.busy || !this.hasSelection()}
                     >
@@ -1235,12 +1299,49 @@ export default class InviteDialog extends React.PureComponent<Props, IInviteDial
         );
     }
 
+    /** Callback function, which handles the user clicking "Remove" on the {@link UnknwownIdentityUsersWarningDialog}. */
+    private onRemoveUnknownIdentityUsersClicked = (): void => {
+        // Remove the unknown identity users, then return to the previous screen
+        const newTargets: Member[] = [];
+        for (const target of this.state.targets) {
+            if (!this.state.unknownIdentityUsers?.find((m) => m.userId == target.userId)) {
+                newTargets.push(target);
+            }
+        }
+        this.setState({
+            targets: newTargets,
+            unknownIdentityUsers: null,
+        });
+    };
+
     /**
      * Render the complete dialog, given this is not a call transfer dialog.
      *
      * See also: {@link renderCallTransferDialog}.
      */
     private renderRegularDialog(): React.ReactNode {
+        if (this.props.kind !== InviteKind.Dm && this.props.kind !== InviteKind.Invite) {
+            throw new Error("Unsupported InviteDialog kind: " + this.props.kind);
+        }
+
+        if (this.state.unknownIdentityUsers !== null) {
+            return (
+                <UnknownIdentityUsersWarningDialog
+                    onCancel={this.props.onFinished}
+                    onContinue={() => {
+                        this.setState({ unknownIdentityUsers: null });
+                        this.startDmOrSendInvites().catch((e) =>
+                            logErrorAndShowErrorDialog("Error processing invites", e),
+                        );
+                    }}
+                    onRemove={this.onRemoveUnknownIdentityUsersClicked}
+                    screenName={this.screenName}
+                    kind={this.props.kind}
+                    users={this.state.unknownIdentityUsers}
+                />
+            );
+        }
+
         let title;
         if (this.props.kind === InviteKind.Dm) {
             title = _t("space|add_existing_room_space|dm_heading");
diff --git a/apps/web/src/components/views/dialogs/invite/DMRoomTile.tsx b/apps/web/src/components/views/dialogs/invite/DMRoomTile.tsx
index 954e792b17f..8998977cf22 100644
--- a/apps/web/src/components/views/dialogs/invite/DMRoomTile.tsx
+++ b/apps/web/src/components/views/dialogs/invite/DMRoomTile.tsx
@@ -19,8 +19,8 @@ import { Icon as EmailPillAvatarIcon } from "../../../../../res/img/icon-email-p
 interface IDMRoomTileProps {
     member: Member;
     lastActiveTs?: number;
-    onToggle(member: Member): void;
-    isSelected: boolean;
+    onToggle?(member: Member): void;
+    isSelected?: boolean;
 }
 
 /** A tile representing a single user in the "suggestions"/"recents" section of the invite dialog. */
@@ -30,7 +30,7 @@ export class DMRoomTile extends React.PureComponent<IDMRoomTileProps> {
         e.preventDefault();
         e.stopPropagation();
 
-        this.props.onToggle(this.props.member);
+        this.props.onToggle?.(this.props.member);
     };
 
     public render(): React.ReactNode {
diff --git a/apps/web/src/components/views/dialogs/invite/UnknownIdentityUsersWarningDialog.tsx b/apps/web/src/components/views/dialogs/invite/UnknownIdentityUsersWarningDialog.tsx
new file mode 100644
index 00000000000..a2c4b4a01a2
--- /dev/null
+++ b/apps/web/src/components/views/dialogs/invite/UnknownIdentityUsersWarningDialog.tsx
@@ -0,0 +1,121 @@
+/*
+ Copyright 2026 Element Creations Ltd.
+
+ SPDX-License-Identifier: AGPL-3.0-only OR GPL-3.0-only OR LicenseRef-Element-Commercial
+ Please see LICENSE files in the repository root for full details.
+ */
+
+import React, { type JSX, useCallback } from "react";
+import { CheckIcon, CloseIcon, UserAddSolidIcon } from "@vector-im/compound-design-tokens/assets/web/icons";
+import { Button, PageHeader } from "@vector-im/compound-web";
+
+import { InviteKind } from "../InviteDialogTypes.ts";
+import { type Member } from "../../../../utils/direct-messages.ts";
+import BaseDialog from "../BaseDialog.tsx";
+import { type ScreenName } from "../../../../PosthogTrackers.ts";
+import { DMRoomTile } from "./DMRoomTile.tsx";
+import { _t } from "../../../../languageHandler.tsx";
+
+interface Props {
+    /** Callback that will be called when the 'Continue' or 'Invite' button is clicked. */
+    onContinue: () => void;
+
+    /** Callback that will be called when the 'Cancel' button is clicked. Unused unless {@link kind} is {@link InviteKind.Dm}. */
+    onCancel: () => void;
+
+    /** Callback that will be called when the 'Remove' button is clicked. Unused unless {@link kind} is {@link InviteKind.Invite}. */
+    onRemove: () => void;
+
+    /** Optional Posthog ScreenName to supply during the lifetime of this dialog. */
+    screenName: ScreenName | undefined;
+
+    /** The type of invite dialog: whether we are starting a new DM, or inviting users to an existing room */
+    kind: InviteKind.Dm | InviteKind.Invite;
+
+    /** The users whose identities we don't know */
+    users: Member[];
+}
+
+/**
+ * Part of the invite dialog: a screen that appears if there are any users whose cryptographic identity we don't know,
+ * to confirm that they are the right users.
+ *
+ * Figma: https://www.figma.com/design/chAcaQAluTuRg6BsG4Npc0/-3163--Inviting-Unknown-People?node-id=150-17719&t=ISAikbnj97LM4NwT-0
+ */
+const UnknownIdentityUsersWarningDialog: React.FC<Props> = (props) => {
+    const userListItem = useCallback((u: Member) => <DMRoomTile member={u} key={u.userId} />, []);
+
+    let title: string;
+    let headerText: string;
+    let buttons: JSX.Element;
+
+    switch (props.kind) {
+        case InviteKind.Invite:
+            title = _t("invite|confirm_unknown_users|invite_title");
+            headerText = _t("invite|confirm_unknown_users|invite_subtitle");
+            buttons = <InviteButtons onInvite={props.onContinue} onRemove={props.onRemove} />;
+            break;
+
+        case InviteKind.Dm:
+            title =
+                props.users.length == 1
+                    ? _t("invite|confirm_unknown_users|start_chat_title_one_user")
+                    : _t("invite|confirm_unknown_users|start_chat_title_multiple_users");
+
+            headerText =
+                props.users.length == 1
+                    ? _t("invite|confirm_unknown_users|start_chat_subtitle_one_user")
+                    : _t("invite|confirm_unknown_users|start_chat_subtitle_multiple_users");
+
+            buttons = <DmButtons onCancel={props.onCancel} onContinue={props.onContinue} />;
+            break;
+    }
+
+    return (
+        <BaseDialog
+            onFinished={props.onCancel}
+            className="mx_UnknownIdentityUsersWarningDialog"
+            screenName={props.screenName}
+        >
+            <div className="mx_UnknownIdentityUsersWarningDialog_headerContainer">
+                <PageHeader Icon={UserAddSolidIcon} heading={title}>
+                    <p>{headerText}</p>
+                </PageHeader>
+            </div>
+
+            <ul className="mx_UnknownIdentityUsersWarningDialog_userList" data-testid="userlist">
+                {props.users.map(userListItem)}
+            </ul>
+
+            <div className="mx_UnknownIdentityUsersWarningDialog_buttons">{buttons}</div>
+        </BaseDialog>
+    );
+};
+
+const DmButtons: React.FC<{ onContinue: () => void; onCancel: () => void }> = (props) => {
+    return (
+        <>
+            <Button size="lg" kind="secondary" onClick={props.onCancel}>
+                {_t("action|cancel")}
+            </Button>
+            <Button size="lg" kind="primary" onClick={props.onContinue}>
+                {_t("action|continue")}
+            </Button>
+        </>
+    );
+};
+
+const InviteButtons: React.FC<{ onInvite: () => void; onRemove: () => void }> = (props) => {
+    return (
+        <>
+            <Button size="lg" kind="secondary" onClick={props.onRemove} Icon={CloseIcon}>
+                {_t("action|remove")}
+            </Button>
+            <Button size="lg" kind="primary" onClick={props.onInvite} Icon={CheckIcon}>
+                {_t("action|invite")}
+            </Button>
+        </>
+    );
+};
+
+export default UnknownIdentityUsersWarningDialog;
diff --git a/apps/web/src/i18n/strings/en_EN.json b/apps/web/src/i18n/strings/en_EN.json
index b216dc45bdf..3f628fc9582 100644
--- a/apps/web/src/i18n/strings/en_EN.json
+++ b/apps/web/src/i18n/strings/en_EN.json
@@ -1368,6 +1368,14 @@
         "impossible_dialog_title": "Integrations not allowed"
     },
     "invite": {
+        "confirm_unknown_users": {
+            "invite_subtitle": "You currently don't have any chats with these contacts. Confirm inviting them to this room before continuing.",
+            "invite_title": "Invite new contacts to this room?",
+            "start_chat_subtitle_multiple_users": "You currently don't have any chats with these people. Confirm inviting them before continuing.",
+            "start_chat_subtitle_one_user": "You currently don't have any chats with this person. Confirm inviting them before continuing.",
+            "start_chat_title_multiple_users": "Start a chat with these new contacts?",
+            "start_chat_title_one_user": "Start a chat with this new contact?"
+        },
         "email_caption": "Invite by email",
         "email_limit_one": "Invites by email can only be sent one at a time",
         "email_use_default_is": "Use an identity server to invite by email. <default>Use the default (%(defaultIdentityServerName)s)</default> or manage in <settings>Settings</settings>.",
diff --git a/apps/web/test/unit-tests/components/views/dialogs/InviteDialog-test.tsx b/apps/web/test/unit-tests/components/views/dialogs/InviteDialog-test.tsx
index 3f9eb6ac5ca..4f3a80736c0 100644
--- a/apps/web/test/unit-tests/components/views/dialogs/InviteDialog-test.tsx
+++ b/apps/web/test/unit-tests/components/views/dialogs/InviteDialog-test.tsx
@@ -7,12 +7,13 @@ Please see LICENSE files in the repository root for full details.
 */
 
 import React from "react";
-import { fireEvent, render, screen, findByText } from "jest-matrix-react";
+import { findByText, fireEvent, render, screen } from "jest-matrix-react";
 import userEvent from "@testing-library/user-event";
-import { RoomType, type MatrixClient, MatrixError, Room } from "matrix-js-sdk/src/matrix";
+import { type MatrixClient, MatrixError, Room, RoomType } from "matrix-js-sdk/src/matrix";
 import { KnownMembership } from "matrix-js-sdk/src/types";
 import { sleep } from "matrix-js-sdk/src/utils";
 import { mocked, type Mocked } from "jest-mock";
+import { UserVerificationStatus } from "matrix-js-sdk/src/crypto-api";
 
 import InviteDialog from "../../../../../src/components/views/dialogs/InviteDialog";
 import { InviteKind } from "../../../../../src/components/views/dialogs/InviteDialogTypes";
@@ -103,6 +104,11 @@ describe("InviteDialog", () => {
 
     beforeEach(() => {
         mockClient = getMockClientWithEventEmitter({
+            getCrypto: jest.fn().mockReturnValue({
+                getUserVerificationStatus: jest
+                    .fn()
+                    .mockResolvedValue(new UserVerificationStatus(false, false, true, false)),
+            }),
             getDomain: jest.fn().mockReturnValue(serverDomain),
             getUserId: jest.fn().mockReturnValue(bobId),
             getSafeUserId: jest.fn().mockReturnValue(bobId),
@@ -449,4 +455,44 @@ describe("InviteDialog", () => {
         await flushPromises();
         expect(screen.queryByText("@localpart:server.tld")).not.toBeInTheDocument();
     });
+
+    describe("when inviting a user whose cryptographic identity we do not know", () => {
+        beforeEach(() => {
+            mocked(mockClient.getCrypto()!.getUserVerificationStatus).mockImplementation(async (u) => {
+                return new UserVerificationStatus(false, false, false, false);
+            });
+        });
+
+        describe.each([InviteKind.Invite, InviteKind.Dm])("with invitekind '%s'", (kind) => {
+            const goButtonName = kind == InviteKind.Invite ? "Invite" : "Go";
+
+            beforeEach(() => {
+                render(
+                    <InviteDialog
+                        kind={kind as InviteKind.Invite | InviteKind.Dm}
+                        roomId={roomId}
+                        onFinished={jest.fn()}
+                    />,
+                );
+            });
+
+            it("should show a warning when inviting by user id", async () => {
+                await enterIntoSearchField(aliceId);
+                await userEvent.click(screen.getByRole("button", { name: goButtonName }));
+                await screen.findByText("Confirm inviting them", { exact: false });
+
+                expect(mocked(mockClient.getCrypto()!.getUserVerificationStatus)).toHaveBeenCalledTimes(1);
+                expect(mocked(mockClient.getCrypto()!.getUserVerificationStatus)).toHaveBeenCalledWith(aliceId);
+            });
+
+            it("should show a warning when inviting by email address", async () => {
+                await enterIntoSearchField("aaa@bbb");
+                await userEvent.click(screen.getByRole("button", { name: goButtonName }));
+                await screen.findByText("Confirm inviting them", { exact: false });
+
+                // We shouldn't call getUserVerificationStatus on an email address
+                expect(mocked(mockClient.getCrypto()!.getUserVerificationStatus)).not.toHaveBeenCalled();
+            });
+        });
+    });
 });
diff --git a/apps/web/test/unit-tests/components/views/dialogs/invite/UnknownIdentityUsersWarningDialog-test.tsx b/apps/web/test/unit-tests/components/views/dialogs/invite/UnknownIdentityUsersWarningDialog-test.tsx
new file mode 100644
index 00000000000..f3b7c0476fe
--- /dev/null
+++ b/apps/web/test/unit-tests/components/views/dialogs/invite/UnknownIdentityUsersWarningDialog-test.tsx
@@ -0,0 +1,104 @@
+/*
+ Copyright 2026 Element Creations Ltd.
+
+ SPDX-License-Identifier: AGPL-3.0-only OR GPL-3.0-only OR LicenseRef-Element-Commercial
+ Please see LICENSE files in the repository root for full details.
+ */
+
+import React, { type ComponentProps } from "react";
+import { render, type RenderResult } from "jest-matrix-react";
+import { getAllByRole, getAllByText, getByText } from "@testing-library/dom";
+
+import UnknownIdentityUsersWarningDialog from "../../../../../../src/components/views/dialogs/invite/UnknownIdentityUsersWarningDialog.tsx";
+import { InviteKind } from "../../../../../../src/components/views/dialogs/InviteDialogTypes.ts";
+import { DirectoryMember, ThreepidMember } from "../../../../../../src/utils/direct-messages.ts";
+import { getMockClientWithEventEmitter, mockClientMethodsUser } from "../../../../../test-utils";
+
+describe("UnknownIdentityUsersWarningDialog", () => {
+    beforeEach(() => {
+        getMockClientWithEventEmitter({
+            ...mockClientMethodsUser(),
+        });
+    });
+
+    afterEach(() => {
+        jest.restoreAllMocks();
+    });
+
+    it("should show entries for each user", () => {
+        const result = renderComponent({
+            users: [
+                new DirectoryMember({ user_id: "@alice:example.com" }),
+                new DirectoryMember({
+                    user_id: "@bob:example.net",
+                    display_name: "Bob",
+                    avatar_url: "mxc://example.com/abc",
+                }),
+                new ThreepidMember("charlie@example.com"),
+            ],
+        });
+
+        const list = result.getByTestId("userlist");
+        const entries = getAllByRole(list, "option");
+        expect(entries).toHaveLength(3);
+
+        // No displayname so mxid is displayed twice
+        expect(getAllByText(entries[0], "@alice:example.com")).toHaveLength(2);
+
+        getByText(entries[1], "Bob");
+        getByText(entries[2], "charlie@example.com");
+    });
+
+    describe("in DM mode", () => {
+        const kind = InviteKind.Dm;
+
+        it("shows a 'Continue' button", () => {
+            const onContinue = jest.fn();
+            const result = renderComponent({ kind, onContinue });
+            const continueButton = result.getByRole("button", { name: "Continue" });
+            continueButton.click();
+            expect(onContinue).toHaveBeenCalled();
+        });
+
+        it("shows a 'Cancel' button", () => {
+            const onCancel = jest.fn();
+            const result = renderComponent({ kind, onCancel });
+            const cancelButton = result.getByRole("button", { name: "Cancel" });
+            cancelButton.click();
+            expect(onCancel).toHaveBeenCalled();
+        });
+    });
+
+    describe("in Invite mode", () => {
+        const kind = InviteKind.Invite;
+
+        it("shows an 'Invite' button", () => {
+            const onContinue = jest.fn();
+            const result = renderComponent({ kind, onContinue });
+            const continueButton = result.getByRole("button", { name: "Invite" });
+            continueButton.click();
+            expect(onContinue).toHaveBeenCalled();
+        });
+
+        it("shows a 'Remove' button", () => {
+            const onRemove = jest.fn();
+            const result = renderComponent({ kind, onRemove });
+            const removeButton = result.getByRole("button", { name: "Remove" });
+            removeButton.click();
+            expect(onRemove).toHaveBeenCalled();
+        });
+    });
+});
+
+function renderComponent(props: Partial<ComponentProps<typeof UnknownIdentityUsersWarningDialog>>): RenderResult {
+    const props1: ComponentProps<typeof UnknownIdentityUsersWarningDialog> = {
+        onContinue: () => {},
+        onCancel: () => {},
+        onRemove: () => {},
+        screenName: undefined,
+        kind: InviteKind.Dm,
+        users: [],
+        ...props,
+    };
+    return render(<UnknownIdentityUsersWarningDialog {...props1} />);
+}