diff --git a/package.json b/package.json
index f7deec99..a8e0baee 100644
--- a/package.json
+++ b/package.json
@@ -65,6 +65,10 @@
       }
     ],
     "commands": [
+      {
+        "command": "appmap.openAiHelp",
+        "title": "AppMap AI: Help"
+      },
       {
         "command": "appmap.getAppmapState",
         "title": "AppMap: Copy Current AppMap State to Clipboard"
@@ -220,7 +224,12 @@
         "appMap.applandUrl": {
           "type": "string",
           "default": "https://getappmap.com",
-          "description": "URL of an AppLand cloud instance for AppMap storage"
+          "description": "URL of AppMap"
+        },
+        "appMap.apiUrl": {
+          "type": "string",
+          "default": "https://api.getappmap.com",
+          "description": "URL of the AppMap API"
         },
         "appMap.viewConfiguration": {
           "type": "string",
@@ -493,7 +502,7 @@
   "dependencies": {
     "@appland/appmap": "^3.117.0",
     "@appland/client": "^1.14.1",
-    "@appland/components": "^3.25.0",
+    "@appland/components": "^3.27.0",
     "@appland/diagrams": "^1.8.0",
     "@appland/models": "^2.10.0",
     "@appland/scanner": "^1.86.0",
diff --git a/src/configuration/extensionSettings.ts b/src/configuration/extensionSettings.ts
index 88939f51..1bc38251 100644
--- a/src/configuration/extensionSettings.ts
+++ b/src/configuration/extensionSettings.ts
@@ -1,3 +1,4 @@
+import { DefaultApiURL } from '@appland/client';
 import * as vscode from 'vscode';
 
 export default class ExtensionSettings {
@@ -27,4 +28,8 @@ export default class ExtensionSettings {
   public static get appMapCommandLineToolsPath(): string | undefined {
     return vscode.workspace.getConfiguration('appMap').get('commandLineToolsPath');
   }
+
+  public static get apiUrl(): string {
+    return vscode.workspace.getConfiguration('appMap').get('apiUrl') || DefaultApiURL;
+  }
 }
diff --git a/src/extension.ts b/src/extension.ts
index a9f68758..46afc512 100644
--- a/src/extension.ts
+++ b/src/extension.ts
@@ -61,10 +61,13 @@ import Watcher from './services/watcher';
 import ChatSearchWebview from './webviews/chatSearchWebview';
 import quickSearch from './commands/quickSearch';
 import appmapState from './commands/appmapState';
+import ChatHelpWebview from './webviews/chatHelpWebview';
 
 export async function activate(context: vscode.ExtensionContext): Promise<AppMapService> {
   Telemetry.register(context);
 
+  ChatHelpWebview.register(context);
+
   const workspaceServices = initializeWorkspaceServices();
   context.subscriptions.push(workspaceServices);
 
diff --git a/src/services/processWatcher.ts b/src/services/processWatcher.ts
index f752eb35..4ec4399d 100644
--- a/src/services/processWatcher.ts
+++ b/src/services/processWatcher.ts
@@ -1,6 +1,7 @@
 import * as vscode from 'vscode';
 import { ChildProcess, OutputStream, spawn, SpawnOptions } from './nodeDependencyProcess';
 import { getApiKey } from '../authentication';
+import ExtensionSettings from '../configuration/extensionSettings';
 
 export type RetryOptions = {
   // The number of retries made before declaring the process as failed.
@@ -198,6 +199,7 @@ export class ProcessWatcher implements vscode.Disposable {
     if (accessToken) {
       env.APPMAP_API_KEY = accessToken;
     }
+    env.APPMAP_API_URL = ExtensionSettings.apiUrl;
     return env;
   }
 
diff --git a/src/webviews/chatHelpWebview.ts b/src/webviews/chatHelpWebview.ts
new file mode 100644
index 00000000..24af61bc
--- /dev/null
+++ b/src/webviews/chatHelpWebview.ts
@@ -0,0 +1,62 @@
+import * as vscode from 'vscode';
+import getWebviewContent from './getWebviewContent';
+import { getApiKey } from '../authentication';
+import ExtensionSettings from '../configuration/extensionSettings';
+
+export default class AiHelpWebview {
+  public static viewType = 'appmap.openAiHelp';
+  private static existingPanel?: vscode.WebviewPanel;
+
+  public static register(context: vscode.ExtensionContext): void {
+    context.subscriptions.push(
+      vscode.commands.registerCommand('appmap.openAiHelp', async () => {
+        // Attempt to re-use an existing webview for this project if one exists
+        if (this.existingPanel) {
+          this.existingPanel.reveal(vscode.ViewColumn.One);
+          return;
+        }
+
+        const panel = vscode.window.createWebviewPanel(
+          this.viewType,
+          'Ask AppMap AI',
+          vscode.ViewColumn.One,
+          {
+            enableScripts: true,
+            retainContextWhenHidden: true,
+          }
+        );
+
+        this.existingPanel = panel;
+        panel.webview.html = getWebviewContent(
+          panel.webview,
+          context,
+          'Ask AppMap AI',
+          'chat-help',
+          { htmlStyle: 'height: 100%; width: 100%;' }
+        );
+
+        panel.onDidDispose(() => {
+          this.existingPanel = undefined;
+        });
+
+        panel.webview.onDidReceiveMessage(async (message) => {
+          switch (message.command) {
+            case 'ready': {
+              console.log('got ready message');
+              panel.webview.postMessage({
+                type: 'init',
+                apiUrl: ExtensionSettings.apiUrl,
+                apiKey: await getApiKey(false),
+              });
+              break;
+            }
+
+            default: {
+              // nop
+            }
+          }
+        });
+      })
+    );
+  }
+}
diff --git a/src/webviews/chatSearchWebview.ts b/src/webviews/chatSearchWebview.ts
index 490605a0..2e91b24a 100644
--- a/src/webviews/chatSearchWebview.ts
+++ b/src/webviews/chatSearchWebview.ts
@@ -8,6 +8,8 @@ import { ProcessId } from '../services/processWatcher';
 import appmapMessageHandler from './appmapMessageHandler';
 import FilterStore, { SavedFilter } from './filterStore';
 import WebviewList from './WebviewList';
+import { getApiKey } from '../authentication';
+import ExtensionSettings from '../configuration/extensionSettings';
 
 export default class ChatSearchWebview {
   private webviewList = new WebviewList();
@@ -104,6 +106,8 @@ export default class ChatSearchWebview {
             appmapRpcPort,
             question,
             savedFilters: this.filterStore.getSavedFilters(),
+            apiUrl: ExtensionSettings.apiUrl,
+            apiKey: await getApiKey(false),
           });
           break;
       }
diff --git a/src/webviews/getWebviewContent.ts b/src/webviews/getWebviewContent.ts
index b00d048e..fabd5e5e 100644
--- a/src/webviews/getWebviewContent.ts
+++ b/src/webviews/getWebviewContent.ts
@@ -1,10 +1,12 @@
 import path from 'path';
 import * as vscode from 'vscode';
+import ExtensionSettings from '../configuration/extensionSettings';
 
 type AppmapModule =
   | 'app'
   | 'install-guide'
   | 'chat-search'
+  | 'chat-help'
   | 'findings-view'
   | 'finding-info-view'
   | 'sign-in-view';
@@ -24,6 +26,9 @@ export default function getWebviewContent(
     vscode.Uri.file(path.join(context.extensionPath, 'out', 'app.css'))
   );
 
+  const { apiUrl } = ExtensionSettings;
+  const wsUrl = apiUrl.replace(/^http/, 'ws');
+
   return ` <!DOCTYPE html>
   <html style="${htmlStyle ?? ''}" lang="en">
   <head>
@@ -31,7 +36,7 @@ export default function getWebviewContent(
     <meta name="viewport" content="width=device-width, initial-scale=1.0">
     <meta http-equiv="Content-Security-Policy" content="
       default-src 'none';
-      connect-src ${rpcPort ? `http://localhost:${rpcPort}` : "'none'"};
+      connect-src ${rpcPort ? `http://localhost:${rpcPort}` : ''}  ${apiUrl} ${wsUrl};
       img-src ${webview.cspSource} data:;
       script-src ${webview.cspSource} 'unsafe-eval';
       style-src ${webview.cspSource} 'unsafe-inline';
diff --git a/src/webviews/installGuideWebview.ts b/src/webviews/installGuideWebview.ts
index 66e1cbba..0d12fcc8 100644
--- a/src/webviews/installGuideWebview.ts
+++ b/src/webviews/installGuideWebview.ts
@@ -204,6 +204,10 @@ export default class InstallGuideWebView {
                 vscode.commands.executeCommand('appmap.openFindingsOverview');
                 break;
 
+              case 'ai-help':
+                vscode.commands.executeCommand('appmap.openAiHelp');
+                break;
+
               default:
                 break;
             }
diff --git a/web/src/app.js b/web/src/app.js
index 6954f8e9..ae9fa108 100644
--- a/web/src/app.js
+++ b/web/src/app.js
@@ -6,6 +6,7 @@ import mountFindingsView from './findingsView';
 import mountFindingInfoView from './findingsInfo';
 import mountSignInView from './signInView';
 import mountChatSearch from './chatSearchView';
+import mountChatHelp from './chatHelp';
 
 Vue.use(plugin);
 
@@ -16,6 +17,7 @@ const modules = {
   'finding-info-view': mountFindingInfoView,
   'sign-in-view': mountSignInView,
   'chat-search': mountChatSearch,
+  'chat-help': mountChatHelp,
 };
 
 const { body } = document;
diff --git a/web/src/chatHelp.js b/web/src/chatHelp.js
new file mode 100644
index 00000000..ef61b179
--- /dev/null
+++ b/web/src/chatHelp.js
@@ -0,0 +1,61 @@
+import Vue from 'vue';
+import { VChat } from '@appland/components';
+import MessagePublisher from './messagePublisher';
+
+export default function mountChatHelp() {
+  document.body.style = 'height: 100%; margin: 0; overflow-y: scroll;';
+
+  const vscode = window.acquireVsCodeApi();
+  const messages = new MessagePublisher(vscode);
+
+  messages.on(
+    'init',
+    ({ apiKey }) =>
+      new Vue({
+        el: '#app',
+        render(h) {
+          return h(VChat, {
+            ref: 'chat',
+            props: {
+              apiKey,
+              apiUrl: 'https://api.getappmap.com', // TODO: this should not be needed
+              suggestions: [
+                {
+                  title: 'How to Install AppMap',
+                  subTitle: 'Step-by-Step Installation Guide',
+                  prompt:
+                    'Ask me how to install AppMap in your development environment for a detailed guide.',
+                },
+                {
+                  title: 'Setting Up AppMap',
+                  subTitle: 'Configuring for the First Time',
+                  prompt: 'Need help configuring AppMap after installation? Just ask me!',
+                },
+                {
+                  title: 'Integrating AppMap with Your Projects',
+                  subTitle: 'Effective Integration Tips',
+                  prompt:
+                    'Inquire about integrating AppMap into your existing projects for successful implementation.',
+                },
+                {
+                  title: 'Solving AppMap Installation Issues',
+                  subTitle: 'Overcoming Common Challenges',
+                  prompt:
+                    'Encountering installation issues with AppMap? Ask me for solutions to common problems.',
+                },
+                {
+                  title: 'Enhancing AppMap Performance',
+                  subTitle: 'Tips for Large-Scale Projects',
+                  prompt:
+                    'Want to optimize AppMap for large projects? I can provide tips on enhancing its performance.',
+                },
+              ],
+            },
+          });
+        },
+      })
+  );
+
+  vscode.postMessage({ command: 'ready' });
+  console.log('emitting ready');
+}
diff --git a/web/src/chatSearchView.js b/web/src/chatSearchView.js
index 3729be5a..2df65218 100644
--- a/web/src/chatSearchView.js
+++ b/web/src/chatSearchView.js
@@ -17,6 +17,8 @@ export default function mountChatSearchView() {
             appmapRpcPort: initialData.appmapRpcPort,
             question: initialData.question,
             savedFilters: initialData.savedFilters,
+            apiUrl: initialData.apiUrl,
+            apiKey: initialData.apiKey,
           },
         });
       },
diff --git a/web/src/installGuideView.js b/web/src/installGuideView.js
index f6bf5a80..accb5d38 100644
--- a/web/src/installGuideView.js
+++ b/web/src/installGuideView.js
@@ -23,6 +23,7 @@ export default function mountInstallGuide() {
             userAuthenticated: this.userAuthenticated,
             javaAgentStatus: this.javaAgentStatus,
             featureFlags: new Set(['ar-python']),
+            displayAiHelp: true,
           },
         });
       },
@@ -101,6 +102,10 @@ export default function mountInstallGuide() {
       vscode.postMessage({ command: 'view-output' });
     });
 
+    app.$on('ai-help', () => {
+      vscode.postMessage({ command: 'ai-help' });
+    });
+
     messages.on('page', ({ page }) => {
       app.$refs.ui.jumpTo(page);
     });
diff --git a/yarn.lock b/yarn.lock
index 7622800a..e0c67d90 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -147,7 +147,7 @@ __metadata:
   languageName: node
   linkType: hard
 
-"@appland/components@npm:^3.21.2, @appland/components@npm:^3.25.0":
+"@appland/components@npm:^3.21.2":
   version: 3.25.0
   resolution: "@appland/components@npm:3.25.0"
   dependencies:
@@ -174,6 +174,33 @@ __metadata:
   languageName: node
   linkType: hard
 
+"@appland/components@npm:^3.27.0":
+  version: 3.27.0
+  resolution: "@appland/components@npm:3.27.0"
+  dependencies:
+    "@appland/client": ^1.12.0
+    "@appland/diagrams": ^1.7.0
+    "@appland/models": ^2.10.0
+    "@appland/rpc": ^1.1.0
+    "@appland/sequence-diagram": ^1.11.0
+    buffer: ^6.0.3
+    d3: ^7.8.4
+    d3-flame-graph: ^4.1.3
+    diff: ^5.1.0
+    dom-to-svg: ^0.12.2
+    dompurify: ^3.0.6
+    events: ^3.3.0
+    highlight.js: ^11.9.0
+    jayson: ^4.1.0
+    marked: ^10.0.0
+    marked-highlight: ^2.0.7
+    sql-formatter: ^4.0.2
+    vue: ^2.7.14
+    vuex: ^3.6.0
+  checksum: 4173690f8c8189e33d4a4da82be89ac3f47e637dde39d57147f2e82fe590c07209b61bff6d6207e0a07048a321cca6bc4810ff6becc66155b16a34ee6754a801
+  languageName: node
+  linkType: hard
+
 "@appland/diagrams@npm:^1.7.0, @appland/diagrams@npm:^1.8.0":
   version: 1.8.0
   resolution: "@appland/diagrams@npm:1.8.0"
@@ -729,11 +756,11 @@ __metadata:
   linkType: hard
 
 "@langchain/community@npm:~0.0.3":
-  version: 0.0.9
-  resolution: "@langchain/community@npm:0.0.9"
+  version: 0.0.15
+  resolution: "@langchain/community@npm:0.0.15"
   dependencies:
-    "@langchain/core": ~0.1.3
-    "@langchain/openai": ~0.0.7
+    "@langchain/core": ~0.1.9
+    "@langchain/openai": ~0.0.10
     flat: ^5.0.2
     langsmith: ~0.0.48
     uuid: ^9.0.0
@@ -749,6 +776,7 @@ __metadata:
     "@aws-sdk/credential-provider-node": ^3.388.0
     "@clickhouse/client": ^0.2.5
     "@cloudflare/ai": ^1.0.12
+    "@datastax/astra-db-ts": 0.1.2
     "@elastic/elasticsearch": ^8.4.0
     "@getmetal/metal-sdk": "*"
     "@getzep/zep-js": ^0.9.0
@@ -798,6 +826,7 @@ __metadata:
     jsdom: "*"
     llmonitor: ^0.5.9
     lodash: ^4.17.21
+    lunary: ^0.6.11
     mongodb: ^5.2.0
     mysql2: ^3.3.3
     neo4j-driver: "*"
@@ -837,6 +866,8 @@ __metadata:
       optional: true
     "@cloudflare/ai":
       optional: true
+    "@datastax/astra-db-ts":
+      optional: true
     "@elastic/elasticsearch":
       optional: true
     "@getmetal/metal-sdk":
@@ -935,6 +966,8 @@ __metadata:
       optional: true
     lodash:
       optional: true
+    lunary:
+      optional: true
     mongodb:
       optional: true
     mysql2:
@@ -971,13 +1004,13 @@ __metadata:
       optional: true
     ws:
       optional: true
-  checksum: 0b3cb1ab6589e80fcb5588fd0d27fe4fdf7f6b8c016135b6bf3642f4579985dad787bbd964ee10ba198d2fc44f20b19a0523491e8427dd9b599d0777a971129b
+  checksum: fac8b668e5a8883051b3c1b328b069e23626c6a1d5000b6caf0fc740e8da6f5dba4a59d2d8b5da49c26277a310f302e16a845e56542b7537ba526984b4246077
   languageName: node
   linkType: hard
 
-"@langchain/core@npm:~0.1.0, @langchain/core@npm:~0.1.5":
-  version: 0.1.7
-  resolution: "@langchain/core@npm:0.1.7"
+"@langchain/core@npm:~0.1.0, @langchain/core@npm:~0.1.9":
+  version: 0.1.11
+  resolution: "@langchain/core@npm:0.1.11"
   dependencies:
     ansi-styles: ^5.0.0
     camelcase: 6
@@ -989,13 +1022,13 @@ __metadata:
     p-retry: 4
     uuid: ^9.0.0
     zod: ^3.22.3
-  checksum: 395c00b323bff662eacf3f7cedbad1f70a0409c748e035d6af5ce026f3422c67188e6ba07db80146156b683020a16f024f70915a407679ea8aeace0f1dcc00ab
+  checksum: 8157968b0ba8c75acf70471a04dcf9be650874c34dd9d61bbb6c6b0cbef17a72bb098d21559c9875c637051bb00afa9ac5c36a9602d7534ebb94d71aee3c89a9
   languageName: node
   linkType: hard
 
-"@langchain/core@npm:~0.1.3":
-  version: 0.1.4
-  resolution: "@langchain/core@npm:0.1.4"
+"@langchain/core@npm:~0.1.5":
+  version: 0.1.7
+  resolution: "@langchain/core@npm:0.1.7"
   dependencies:
     ansi-styles: ^5.0.0
     camelcase: 6
@@ -1007,33 +1040,33 @@ __metadata:
     p-retry: 4
     uuid: ^9.0.0
     zod: ^3.22.3
-  checksum: 85f5a23a3e96cac6a8345c083df925339a6a3f9aa620f9faad295a62b992b0345f61fe7d649c27ff5058c86cdec84b3a503462ccdd759c6f46c4fa418255d16d
+  checksum: 395c00b323bff662eacf3f7cedbad1f70a0409c748e035d6af5ce026f3422c67188e6ba07db80146156b683020a16f024f70915a407679ea8aeace0f1dcc00ab
   languageName: node
   linkType: hard
 
-"@langchain/openai@npm:~0.0.5":
-  version: 0.0.9
-  resolution: "@langchain/openai@npm:0.0.9"
+"@langchain/openai@npm:~0.0.10":
+  version: 0.0.10
+  resolution: "@langchain/openai@npm:0.0.10"
   dependencies:
-    "@langchain/core": ~0.1.5
+    "@langchain/core": ~0.1.9
     js-tiktoken: ^1.0.7
     openai: ^4.19.0
     zod: ^3.22.3
     zod-to-json-schema: 3.20.3
-  checksum: 89f9d6f30d724e7e007bee95a21afd1a9a6a2c0b4aa2f22d420c8f33a478ec429447e357e9a822cbc181770665e1eb85f2c611b23e25434c6a45af761986cdcd
+  checksum: 1bee02b30ee99f6f7dd0d83ed471bfa19245ff1621116725623a8fa2b7566288006613497a5df2b2309d77569fc974d6b9ce2c174f00c3edcdac6e73b462bddf
   languageName: node
   linkType: hard
 
-"@langchain/openai@npm:~0.0.7":
-  version: 0.0.7
-  resolution: "@langchain/openai@npm:0.0.7"
+"@langchain/openai@npm:~0.0.5":
+  version: 0.0.9
+  resolution: "@langchain/openai@npm:0.0.9"
   dependencies:
-    "@langchain/core": ~0.1.3
+    "@langchain/core": ~0.1.5
     js-tiktoken: ^1.0.7
     openai: ^4.19.0
     zod: ^3.22.3
     zod-to-json-schema: 3.20.3
-  checksum: e2cd0aa59229fcb7217110a95b61035b9e889ea74461c96f141eb2313738bc00f7ff102f85df5144552c103df2c9932a796d219cde1f7f22a637ea432b608cc6
+  checksum: 89f9d6f30d724e7e007bee95a21afd1a9a6a2c0b4aa2f22d420c8f33a478ec429447e357e9a822cbc181770665e1eb85f2c611b23e25434c6a45af761986cdcd
   languageName: node
   linkType: hard
 
@@ -2267,12 +2300,12 @@ __metadata:
   linkType: hard
 
 "@types/node-fetch@npm:^2.6.4":
-  version: 2.6.9
-  resolution: "@types/node-fetch@npm:2.6.9"
+  version: 2.6.10
+  resolution: "@types/node-fetch@npm:2.6.10"
   dependencies:
     "@types/node": "*"
     form-data: ^4.0.0
-  checksum: 212269aff4b251477c13c33cee6cea23e4fd630be6c0bfa3714968cce7efd7055b52f2f82aab3394596d8c758335cc802e7c5fa3f775e7f2a472fa914c90dc15
+  checksum: e0c9a6023752ff6c744a33a3045b9adb11fd1882997ef891bf7ce91f937ddab91c0acee4c8e806a8a5aec0e8d8c132709141e8512fec28030d7cc9ef92c7ff1e
   languageName: node
   linkType: hard
 
@@ -2298,11 +2331,11 @@ __metadata:
   linkType: hard
 
 "@types/node@npm:^18.11.18":
-  version: 18.18.11
-  resolution: "@types/node@npm:18.18.11"
+  version: 18.19.6
+  resolution: "@types/node@npm:18.19.6"
   dependencies:
     undici-types: ~5.26.4
-  checksum: e4c2c5b792023c86248013589820d157ced46a35dcd60b15a3133a8f67f6b54c8870f245ecccbe7a12c49f1991ea84401946ddbb3f44894ec042642233e616d5
+  checksum: f0f3739f2d0e5be7b0b41a1fb149f554b1d6cb6c61c68e316c01ec2605559314f5434c170fb8e1a32f6c96a08ac752baa00ffe4451c154e37c77f76b70cf3d5b
   languageName: node
   linkType: hard
 
@@ -3136,7 +3169,7 @@ __metadata:
   dependencies:
     "@appland/appmap": ^3.117.0
     "@appland/client": ^1.14.1
-    "@appland/components": ^3.25.0
+    "@appland/components": ^3.27.0
     "@appland/diagrams": ^1.8.0
     "@appland/models": ^2.10.0
     "@appland/scanner": ^1.86.0
@@ -5811,9 +5844,9 @@ __metadata:
   linkType: hard
 
 "dompurify@npm:^3.0.6":
-  version: 3.0.6
-  resolution: "dompurify@npm:3.0.6"
-  checksum: e5c6cdc5fe972a9d0859d939f1d86320de275be00bbef7bd5591c80b1e538935f6ce236624459a1b0c84ecd7c6a1e248684aa4637512659fccc0ce7c353828a6
+  version: 3.0.8
+  resolution: "dompurify@npm:3.0.8"
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-  resolution: "marked-highlight@npm:2.0.9"
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-  resolution: "openai@npm:4.24.0"
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-  resolution: "socket.io-client@npm:4.7.2"
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