diff --git a/apps/api/.env.example b/apps/api/.env.example
index 3654405e..9baa3eab 100644
--- a/apps/api/.env.example
+++ b/apps/api/.env.example
@@ -3,3 +3,8 @@ DATABASE_URL="postgresql://postgres:postgres@localhost:5433/bootcamp_starter"
 REDIS_URL="redis://localhost:6380"
 MAILPIT_URL="http://localhost:8025"
 APP_URL="http://localhost:3000"
+
+# In-app instructor assistant (POST /chat). Without a key the route returns 503.
+ANTHROPIC_API_KEY=""
+# Optional model override; defaults to claude-sonnet-5.
+ANTHROPIC_MODEL="claude-sonnet-5"
diff --git a/apps/api/package.json b/apps/api/package.json
index 3f42df4b..76e99df5 100644
--- a/apps/api/package.json
+++ b/apps/api/package.json
@@ -19,6 +19,7 @@
     "test:e2e": "jest --config ./test/jest-e2e.json"
   },
   "dependencies": {
+    "@anthropic-ai/sdk": "^0.112.1",
     "@nestjs/bullmq": "^11.0.4",
     "@nestjs/common": "^11.0.1",
     "@nestjs/config": "^4.0.2",
diff --git a/apps/api/src/app.module.ts b/apps/api/src/app.module.ts
index 370143c6..46cef1b7 100644
--- a/apps/api/src/app.module.ts
+++ b/apps/api/src/app.module.ts
@@ -16,6 +16,7 @@ import { StockModule } from './stock/stock.module';
 import { InquiriesModule } from './inquiries/inquiries.module';
 import { MyInquiriesModule } from './my-inquiries/my-inquiries.module';
 import { StatsModule } from './stats/stats.module';
+import { ChatModule } from './chat/chat.module';
 import { AuditModule } from './audit/audit.module';
 import { ProfileModule } from './profile/profile.module';
 import { DatabaseModule } from './database/database.module';
@@ -42,6 +43,7 @@ import { DatabaseModule } from './database/database.module';
     InquiriesModule,
     MyInquiriesModule,
     StatsModule,
+    ChatModule,
     AuditModule,
     ProfileModule,
   ],
diff --git a/apps/api/src/chat/chat.constants.ts b/apps/api/src/chat/chat.constants.ts
new file mode 100644
index 00000000..131317fd
--- /dev/null
+++ b/apps/api/src/chat/chat.constants.ts
@@ -0,0 +1,83 @@
+import type { User } from '@repo/db';
+
+// Model + generation config. Overridable via env so the model can be swapped
+// without a code change. Sonnet 5 is the default — strong instruction-following
+// (which keeps the assistant in-scope) at a lower cost than Opus for a
+// high-touch in-app helper.
+// eslint-disable-next-line turbo/no-undeclared-env-vars -- loaded at runtime from apps/api/.env via ConfigModule, not Turbo-managed
+export const CHAT_MODEL = process.env.ANTHROPIC_MODEL ?? 'claude-sonnet-5';
+
+// A single reply is short; cap output so cost stays bounded and the
+// non-streaming request never risks an HTTP timeout.
+export const CHAT_MAX_TOKENS = 1024;
+
+// Hard stop on the tool-use loop. Each pass is at most one model round-trip;
+// the assistant only needs a couple of data lookups to answer, so this is a
+// runaway guard, not a real limit.
+export const CHAT_MAX_TOOL_ITERATIONS = 5;
+
+// Wall-clock budget for a single assistant turn — the whole tool-use loop and
+// any SDK retries, enforced with one AbortSignal shared across every model
+// call. /chat is synchronous, so without this a hung or slow completion would
+// ride the SDK's 10-minute per-request default (and, multiplied across loop
+// iterations, longer still) and blow past upstream proxy/LB limits as an opaque
+// 504. When the deadline fires, the in-flight request aborts and the error
+// flows into our ServiceUnavailableException fallback.
+export const CHAT_TIMEOUT_MS = 30_000;
+
+// The instructor persona and guardrails. Static across every request (good for
+// prompt caching); the caller's own identity is appended per-request by
+// `buildSystemPrompt` so the assistant knows who it is helping and what it may
+// look up.
+const BASE_SYSTEM_PROMPT = `You are the in-app instructor assistant for MedFind, a Pharmacy Inquiry & Stock Management Platform.
+Your only job is to help the logged-in user understand and use this platform effectively.
+
+You can:
+- Explain what any page, feature, or metric on this platform means.
+- Walk users through how to complete tasks (e.g. adding a user, pharmacy, or medicine).
+- Answer questions about the user's own data, using ONLY the live data returned by your tools — never guess or make up numbers.
+- Explain platform concepts like user roles, statuses (pending/active/suspended/inactive), catalog coverage, barcode coverage, low stock, near-expiry batches, and open inquiries.
+
+You must NOT:
+- Answer questions unrelated to this platform (general knowledge, unrelated coding, medical advice, other topics).
+- Reveal data belonging to other organizations, pharmacies, or branches the current user cannot see.
+- Make up features, pages, or data that do not exist in this system.
+- Provide direct database/SQL access or expose raw query results — only summarize the structured data your tools return.
+
+Rules for data questions:
+- Always call the appropriate tool to fetch live numbers before answering; never state a figure from memory.
+- Your tools are already scoped to the current user's permissions — you cannot request another tenant's data, so there is no need to ask for IDs.
+- If a tool returns an error (e.g. the account is not attached to a pharmacy or branch), explain that plainly instead of inventing a value.
+
+If asked something outside your scope, respond briefly and redirect the user back to platform-related help.
+Keep answers concise and friendly, and prefer short paragraphs or bullet lists.`;
+
+// Human-readable descriptions of each role, so the assistant can explain the
+// caller's own permissions accurately.
+const ROLE_DESCRIPTIONS: Record<User['role'], string> = {
+  SUPER_ADMIN: 'platform super administrator (sees platform-wide data)',
+  PHARMACY_ADMIN:
+    'pharmacy administrator (manages one pharmacy and its branches)',
+  PHARMACY_MANAGER: 'branch manager (manages a single branch)',
+  PHARMACY_EMPLOYEE: 'branch staff member',
+  STOCK_MANAGER: 'stock manager (handles stock batches for a branch)',
+  INQUIRY_OFFICER: 'inquiry officer (handles client inquiries for a branch)',
+  CLIENT:
+    'client (a regular platform user browsing pharmacies and asking inquiries)',
+};
+
+/**
+ * Compose the system prompt for a specific caller. The identity block lets the
+ * assistant greet the user and reason about which data it is allowed to look
+ * up, without the model ever having to ask for (or be trusted with) tenant IDs.
+ */
+export function buildSystemPrompt(actor: User): string {
+  const role = ROLE_DESCRIPTIONS[actor.role] ?? actor.role;
+  return `${BASE_SYSTEM_PROMPT}
+
+--- Current user ---
+Name: ${actor.firstName} ${actor.lastName}
+Role: ${actor.role} — ${role}
+Account status: ${actor.status}
+Use the data tools available to you to answer questions about this user's own metrics.`;
+}
diff --git a/apps/api/src/chat/chat.controller.ts b/apps/api/src/chat/chat.controller.ts
new file mode 100644
index 00000000..e916e6a2
--- /dev/null
+++ b/apps/api/src/chat/chat.controller.ts
@@ -0,0 +1,28 @@
+import { Body, Controller, HttpCode, HttpStatus, Post } from '@nestjs/common';
+import {
+  chatRequestSchema,
+  type ChatRequest,
+  type ChatResponse,
+} from '@repo/contracts';
+import type { User } from '@repo/db';
+import { CurrentUser } from '../auth/decorators';
+import { ZodValidationPipe } from '../common/pipes';
+import { ChatService } from './chat.service';
+
+// The in-app instructor assistant. The global AuthGuard requires a valid
+// session; there is no @Roles guard because every authenticated user may ask
+// for help. All data access is scoped to the session actor inside the service,
+// never to anything in the request body.
+@Controller('chat')
+export class ChatController {
+  constructor(private readonly chatService: ChatService) {}
+
+  @Post()
+  @HttpCode(HttpStatus.OK)
+  chat(
+    @CurrentUser() actor: User,
+    @Body(new ZodValidationPipe(chatRequestSchema)) body: ChatRequest,
+  ): Promise<ChatResponse> {
+    return this.chatService.chat(actor, body.messages);
+  }
+}
diff --git a/apps/api/src/chat/chat.module.ts b/apps/api/src/chat/chat.module.ts
new file mode 100644
index 00000000..2b637fd4
--- /dev/null
+++ b/apps/api/src/chat/chat.module.ts
@@ -0,0 +1,13 @@
+import { Module } from '@nestjs/common';
+import { StatsModule } from '../stats/stats.module';
+import { ChatController } from './chat.controller';
+import { ChatService } from './chat.service';
+
+// Reuses StatsService (via StatsModule) as the assistant's read-only,
+// tenant-scoped data source rather than touching Prisma directly.
+@Module({
+  imports: [StatsModule],
+  controllers: [ChatController],
+  providers: [ChatService],
+})
+export class ChatModule {}
diff --git a/apps/api/src/chat/chat.service.ts b/apps/api/src/chat/chat.service.ts
new file mode 100644
index 00000000..340088d1
--- /dev/null
+++ b/apps/api/src/chat/chat.service.ts
@@ -0,0 +1,204 @@
+import {
+  Injectable,
+  Logger,
+  ServiceUnavailableException,
+} from '@nestjs/common';
+import Anthropic from '@anthropic-ai/sdk';
+import type { ChatMessage, ChatResponse } from '@repo/contracts';
+import type { User } from '@repo/db';
+import { StatsService } from '../stats/stats.service';
+import {
+  buildSystemPrompt,
+  CHAT_MAX_TOKENS,
+  CHAT_MAX_TOOL_ITERATIONS,
+  CHAT_MODEL,
+  CHAT_TIMEOUT_MS,
+} from './chat.constants';
+
+// A data tool the assistant may call. `roles` gates which callers even see the
+// tool (mirroring the platform's own authorization); `run` derives everything
+// from the session actor, so the model can never widen its own scope. The tool
+// takes no input for exactly that reason — there is nothing for the model to
+// supply that could point at another tenant.
+interface DataTool {
+  name: string;
+  description: string;
+  roles: User['role'][];
+  run: (actor: User) => Promise<unknown>;
+}
+
+@Injectable()
+export class ChatService {
+  private readonly logger = new Logger(ChatService.name);
+  // Constructed lazily so the API still boots without a key (the /chat route
+  // then fails cleanly per-request instead of crashing startup).
+  private readonly client: Anthropic | null;
+
+  constructor(private readonly stats: StatsService) {
+    // eslint-disable-next-line turbo/no-undeclared-env-vars -- loaded at runtime from apps/api/.env via ConfigModule, not Turbo-managed
+    const apiKey = process.env.ANTHROPIC_API_KEY;
+    if (!apiKey) {
+      this.logger.warn(
+        'ANTHROPIC_API_KEY is not set — the /chat assistant will be unavailable.',
+      );
+    }
+    this.client = apiKey ? new Anthropic({ apiKey }) : null;
+  }
+
+  // The full tool catalogue. Each entry maps to an existing, tenant-scoped
+  // StatsService method; the role list matches what StatsController already
+  // exposes, so the assistant can never read data the caller couldn't fetch
+  // through the normal API.
+  private readonly tools: DataTool[] = [
+    {
+      name: 'get_platform_stats',
+      description:
+        'Platform-wide totals for the super-admin overview: user counts by status, pharmacies (and how many have a branch), branches, and the medicine catalog (total, priced, barcoded, new this week).',
+      roles: ['SUPER_ADMIN'],
+      run: () => this.stats.platform(),
+    },
+    {
+      name: 'get_pharmacy_stats',
+      description:
+        "The current user's pharmacy dashboard: branch count, employee count, total open inquiries and low-stock medicines, plus a per-branch breakdown (staff, open inquiries, low stock, near-expiry batches).",
+      roles: ['PHARMACY_ADMIN'],
+      run: (actor) => this.stats.pharmacy(actor),
+    },
+    {
+      name: 'get_branch_stats',
+      description:
+        "The current user's own branch dashboard: low-stock medicine count, near-expiry batch count, open inquiry count, and a short recent-activity feed.",
+      roles: ['PHARMACY_MANAGER', 'PHARMACY_EMPLOYEE'],
+      run: (actor) => this.stats.branch(actor),
+    },
+  ];
+
+  async chat(actor: User, messages: ChatMessage[]): Promise<ChatResponse> {
+    if (!this.client) {
+      throw new ServiceUnavailableException(
+        'The assistant is not configured. Please try again later.',
+      );
+    }
+
+    // Only expose the tools this caller is permitted to use. A tool the model
+    // can't see is a tool it can't call.
+    const allowed = this.tools.filter((tool) =>
+      tool.roles.includes(actor.role),
+    );
+    const toolByName = new Map(allowed.map((tool) => [tool.name, tool]));
+    const toolDefs: Anthropic.Tool[] = allowed.map((tool) => ({
+      name: tool.name,
+      description: tool.description,
+      input_schema: {
+        type: 'object',
+        properties: {},
+        additionalProperties: false,
+      },
+    }));
+
+    const system = buildSystemPrompt(actor);
+    const conversation: Anthropic.MessageParam[] = messages.map((message) => ({
+      role: message.role,
+      content: message.content,
+    }));
+
+    // One wall-clock deadline for the whole turn. Sharing a single signal across
+    // every model call means the loop and the SDK's own retries can never
+    // collectively outlive it; when it fires, the in-flight request aborts and
+    // the error is handled by the catch below.
+    const signal = AbortSignal.timeout(CHAT_TIMEOUT_MS);
+
+    try {
+      for (let i = 0; i < CHAT_MAX_TOOL_ITERATIONS; i++) {
+        const response = await this.client.messages.create(
+          {
+            model: CHAT_MODEL,
+            max_tokens: CHAT_MAX_TOKENS,
+            system,
+            messages: conversation,
+            tools: toolDefs.length > 0 ? toolDefs : undefined,
+          },
+          { signal },
+        );
+
+        if (response.stop_reason !== 'tool_use') {
+          return { reply: this.extractText(response) };
+        }
+
+        // Resolve every tool call the model made this turn, then feed all the
+        // results back in a single user turn (required for parallel tool use).
+        conversation.push({ role: 'assistant', content: response.content });
+        const toolResults = await Promise.all(
+          response.content
+            .filter(
+              (block): block is Anthropic.ToolUseBlock =>
+                block.type === 'tool_use',
+            )
+            .map((block) => this.runTool(actor, toolByName, block)),
+        );
+        conversation.push({ role: 'user', content: toolResults });
+      }
+
+      this.logger.warn(
+        `Chat tool loop hit the ${CHAT_MAX_TOOL_ITERATIONS}-iteration cap for user ${actor.id}.`,
+      );
+      return {
+        reply:
+          "I wasn't able to finish looking that up. Could you rephrase or narrow the question?",
+      };
+    } catch (error) {
+      this.logger.error('Chat completion failed.', error);
+      throw new ServiceUnavailableException(
+        'The assistant is temporarily unavailable. Please try again.',
+      );
+    }
+  }
+
+  // Execute one tool call. Failures (e.g. the actor has no branch) are returned
+  // to the model as an error result rather than thrown, so it can explain the
+  // problem to the user in natural language.
+  private async runTool(
+    actor: User,
+    toolByName: Map<string, DataTool>,
+    block: Anthropic.ToolUseBlock,
+  ): Promise<Anthropic.ToolResultBlockParam> {
+    const tool = toolByName.get(block.name);
+    if (!tool) {
+      return {
+        type: 'tool_result',
+        tool_use_id: block.id,
+        content: `Unknown or unavailable tool: ${block.name}`,
+        is_error: true,
+      };
+    }
+
+    try {
+      const data = await tool.run(actor);
+      return {
+        type: 'tool_result',
+        tool_use_id: block.id,
+        content: JSON.stringify(data),
+      };
+    } catch (error) {
+      const message =
+        error instanceof Error ? error.message : 'Failed to fetch data.';
+      return {
+        type: 'tool_result',
+        tool_use_id: block.id,
+        content: message,
+        is_error: true,
+      };
+    }
+  }
+
+  private extractText(response: Anthropic.Message): string {
+    const text = response.content
+      .filter((block): block is Anthropic.TextBlock => block.type === 'text')
+      .map((block) => block.text)
+      .join('\n')
+      .trim();
+    return text.length > 0
+      ? text
+      : "I'm not sure how to help with that. Try asking about a MedFind page, feature, or your own metrics.";
+  }
+}
diff --git a/apps/api/src/stats/stats.module.ts b/apps/api/src/stats/stats.module.ts
index e2efc9b6..8e599338 100644
--- a/apps/api/src/stats/stats.module.ts
+++ b/apps/api/src/stats/stats.module.ts
@@ -5,5 +5,6 @@ import { StatsService } from './stats.service';
 @Module({
   controllers: [StatsController],
   providers: [StatsService],
+  exports: [StatsService],
 })
 export class StatsModule {}
diff --git a/apps/web/app/(authenticated)/layout.tsx b/apps/web/app/(authenticated)/layout.tsx
index 8c323eb4..9c42e940 100644
--- a/apps/web/app/(authenticated)/layout.tsx
+++ b/apps/web/app/(authenticated)/layout.tsx
@@ -3,6 +3,7 @@
 import { SidebarProvider, SidebarInset } from '@/components/ui/sidebar';
 import { AppSidebar } from '@/components/app-sidebar';
 import { TopNavbar } from '@/components/top-navbar';
+import { ChatWidget } from '@/components/chat/chat-widget';
 
 export default function DashboardLayout({
   children,
@@ -22,6 +23,7 @@ export default function DashboardLayout({
         <main className="min-h-0 flex-1 overflow-y-auto bg-gray-50 p-6 [&::-webkit-scrollbar]:w-2.5 [&::-webkit-scrollbar-thumb]:rounded-full [&::-webkit-scrollbar-thumb]:bg-gray-300 [&::-webkit-scrollbar-track]:bg-white hover:[&::-webkit-scrollbar-thumb]:bg-gray-400">
           {children}
         </main>
+        <ChatWidget />
       </SidebarInset>
     </SidebarProvider>
   );
diff --git a/apps/web/components/chat/chat-widget.tsx b/apps/web/components/chat/chat-widget.tsx
new file mode 100644
index 00000000..52bea8ca
--- /dev/null
+++ b/apps/web/components/chat/chat-widget.tsx
@@ -0,0 +1,307 @@
+'use client';
+
+import { useEffect, useRef, useState } from 'react';
+import { Loader2, Send, Sparkles, X } from 'lucide-react';
+import { Button } from '@/components/ui/button';
+import { Input } from '@/components/ui/input';
+import { cn } from '@/lib/utils';
+import { useChat } from '@/hooks/use-chat';
+import { useUser } from '@/hooks/use-auth';
+import { Markdown } from '@/components/chat/markdown';
+import type { UserResponse } from '@repo/contracts';
+
+// Starter prompts shown on the empty state, tailored per role so they match
+// what that user can actually do (and, for roles the assistant can pull live
+// data for, lead with a data-backed question). Keep each set to what its role
+// is permitted — e.g. only data-tool roles get a "summarize my stats" prompt.
+const SUGGESTIONS_BY_ROLE: Record<UserResponse['role'], string[]> = {
+  SUPER_ADMIN: [
+    'Summarize the platform stats.',
+    'What does catalog and barcode coverage mean?',
+    'How do I add a new pharmacy?',
+  ],
+  PHARMACY_ADMIN: [
+    'Summarize my pharmacy dashboard.',
+    'Which branch has the most open inquiries?',
+    'How do I invite an employee?',
+  ],
+  PHARMACY_MANAGER: [
+    'How many low-stock medicines does my branch have?',
+    'What counts as a near-expiry batch?',
+    'Show my branch’s open inquiries.',
+  ],
+  PHARMACY_EMPLOYEE: [
+    'Summarize my branch dashboard.',
+    'What does the “pending” inquiry status mean?',
+    'How do I update stock for a medicine?',
+  ],
+  STOCK_MANAGER: [
+    'How do I add a new stock batch?',
+    'What counts as low stock or near-expiry?',
+    'How do I update a medicine’s quantity?',
+  ],
+  INQUIRY_OFFICER: [
+    'How do I respond to a client inquiry?',
+    'What do the inquiry statuses mean?',
+    'How do I close an inquiry?',
+  ],
+  CLIENT: [
+    'How do I ask a pharmacy about a medicine?',
+    'How do I find a pharmacy near me?',
+    'What does my inquiry status mean?',
+  ],
+};
+
+// Shown while the role is still loading, or for an unexpected role.
+const DEFAULT_SUGGESTIONS = [
+  'What can this assistant help me with?',
+  'Explain the roles and statuses on MedFind.',
+  'How do I get started?',
+];
+
+function suggestionsFor(role: UserResponse['role'] | undefined): string[] {
+  return (role && SUGGESTIONS_BY_ROLE[role]) ?? DEFAULT_SUGGESTIONS;
+}
+
+export function ChatWidget() {
+  const [open, setOpen] = useState(false);
+  const [input, setInput] = useState('');
+  const { messages, isLoading, sendMessage } = useChat();
+  // The widget only renders in the authenticated layout, so the user is present;
+  // skip the redirect-on-401 effect so the layout owns that behavior, not us.
+  const { user } = useUser({ redirectOnUnauthenticated: false });
+  const suggestions = suggestionsFor(user?.role);
+  const panelRef = useRef<HTMLDivElement>(null);
+  const scrollRef = useRef<HTMLDivElement>(null);
+  const inputRef = useRef<HTMLInputElement>(null);
+  const lastMessageRef = useRef<HTMLDivElement>(null);
+  const launcherRef = useRef<HTMLButtonElement>(null);
+  const wasOpen = useRef(false);
+
+  // Every dismissal path routes through here so closing always returns focus to
+  // the launcher (see the open/close effect) instead of stranding it inside the
+  // now-inert panel.
+  const closePanel = () => setOpen(false);
+
+  // Dismiss on a click/tap outside the panel or on Escape. The listener is only
+  // attached while open, and it's registered in an effect (after the click that
+  // opened the panel has finished propagating), so opening never immediately
+  // re-closes it.
+  useEffect(() => {
+    if (!open) return;
+    const onPointerDown = (event: PointerEvent) => {
+      if (!panelRef.current?.contains(event.target as Node)) {
+        closePanel();
+      }
+    };
+    const onKeyDown = (event: KeyboardEvent) => {
+      if (event.key === 'Escape') closePanel();
+    };
+    document.addEventListener('pointerdown', onPointerDown);
+    document.addEventListener('keydown', onKeyDown);
+    return () => {
+      document.removeEventListener('pointerdown', onPointerDown);
+      document.removeEventListener('keydown', onKeyDown);
+    };
+  }, [open]);
+
+  // Scroll behavior differs by what just changed:
+  // - You send a message (or the assistant is thinking) → jump to the bottom so
+  //   your message and the "Thinking…" indicator are visible.
+  // - The assistant's reply lands → bring the START of that reply to the top, so
+  //   a long answer is read from the beginning instead of dropping you at its
+  //   end. (scrollTo clamps at max scroll, so short replies just show in full.)
+  useEffect(() => {
+    const container = scrollRef.current;
+    if (!container) return;
+    const last = messages[messages.length - 1];
+
+    if (!isLoading && last?.role === 'assistant' && lastMessageRef.current) {
+      const target =
+        container.scrollTop +
+        (lastMessageRef.current.getBoundingClientRect().top -
+          container.getBoundingClientRect().top) -
+        12;
+      container.scrollTo({ top: target, behavior: 'smooth' });
+    } else {
+      container.scrollTo({ top: container.scrollHeight, behavior: 'smooth' });
+    }
+  }, [messages, isLoading]);
+
+  // Focus the input when the panel opens; when it closes, return focus to the
+  // launcher so keyboard users aren't left on the now-inert panel. Guarding on
+  // wasOpen skips restoring focus on the initial (closed) mount.
+  useEffect(() => {
+    if (open) {
+      inputRef.current?.focus();
+    } else if (wasOpen.current) {
+      launcherRef.current?.focus();
+    }
+    wasOpen.current = open;
+  }, [open]);
+
+  const submit = (value: string) => {
+    if (!value.trim() || isLoading) return;
+    // Clear the composer optimistically; restore the draft if the send fails so
+    // the user can retry without retyping. (The input is disabled while loading,
+    // so nothing typed in the meantime can be clobbered by the restore.)
+    setInput('');
+    void sendMessage(value).then((ok) => {
+      if (!ok) setInput(value);
+    });
+  };
+
+  // Both the launcher and the panel stay mounted so each transition (open AND
+  // close) can play; `open` just cross-fades/scales between them. `inert` pulls
+  // the hidden one out of the tab order and blocks its pointer events.
+  return (
+    <>
+      <Button
+        ref={launcherRef}
+        type="button"
+        size="icon"
+        aria-label="Open the MedFind assistant"
+        onClick={() => setOpen(true)}
+        inert={open}
+        className={cn(
+          'fixed bottom-6 right-6 z-50 size-14 rounded-full shadow-lg transition-all duration-200 ease-out',
+          open ? 'scale-0 opacity-0' : 'scale-100 opacity-100',
+        )}
+      >
+        <Sparkles className="size-6" />
+      </Button>
+
+      <div
+        ref={panelRef}
+        inert={!open}
+        className={cn(
+          'fixed bottom-6 right-6 z-50 flex h-[32rem] max-h-[calc(100svh-3rem)] w-[min(24rem,calc(100vw-3rem))] origin-bottom-right flex-col overflow-hidden rounded-xl border border-gray-300 bg-white shadow-2xl transition-all duration-200 ease-out',
+          open
+            ? 'translate-y-0 scale-100 opacity-100'
+            : 'pointer-events-none translate-y-2 scale-95 opacity-0',
+        )}
+      >
+        {/* Header */}
+        <div className="flex items-center justify-between border-b border-gray-200 bg-primary-100 px-4 py-3">
+          <div className="flex items-center gap-2">
+            <Sparkles className="size-4 text-primary-base" />
+            <div className="leading-tight">
+              <p className="text-sm font-semibold text-gray-900">
+                MedFind Assistant
+              </p>
+              <p className="text-xs text-gray-600">
+                Here to help you use the app
+              </p>
+            </div>
+          </div>
+          <Button
+            type="button"
+            variant="ghost"
+            size="icon-sm"
+            aria-label="Close the assistant"
+            onClick={closePanel}
+          >
+            <X className="size-4" />
+          </Button>
+        </div>
+
+        {/* Messages — min-h-0 lets this flex child shrink and scroll internally
+            instead of pushing the composer out of the fixed-height panel. */}
+        <div
+          ref={scrollRef}
+          className="min-h-0 flex-1 space-y-3 overflow-y-auto px-4 py-4 [&::-webkit-scrollbar]:w-1.5 [&::-webkit-scrollbar-thumb]:rounded-full [&::-webkit-scrollbar-thumb]:bg-gray-300 [&::-webkit-scrollbar-track]:bg-transparent hover:[&::-webkit-scrollbar-thumb]:bg-gray-400"
+        >
+          {messages.length === 0 ? (
+            <div className="space-y-3">
+              <p className="text-sm text-gray-600">
+                Ask me about any page, feature, or your own metrics on MedFind.
+              </p>
+              <div className="flex flex-col gap-2">
+                {suggestions.map((suggestion) => (
+                  <button
+                    key={suggestion}
+                    type="button"
+                    onClick={() => submit(suggestion)}
+                    className="rounded-lg border border-gray-200 bg-gray-50 px-3 py-2 text-left text-sm text-gray-700 transition-colors hover:border-primary-base hover:text-gray-900"
+                  >
+                    {suggestion}
+                  </button>
+                ))}
+              </div>
+            </div>
+          ) : (
+            messages.map((message, index) =>
+              message.role === 'user' ? (
+                <div
+                  key={index}
+                  ref={
+                    index === messages.length - 1 ? lastMessageRef : undefined
+                  }
+                  className="flex justify-end"
+                >
+                  <div className="max-w-[85%] whitespace-pre-wrap rounded-2xl rounded-br-sm bg-primary-base px-3 py-2 text-sm text-white">
+                    {message.content}
+                  </div>
+                </div>
+              ) : (
+                <div
+                  key={index}
+                  ref={
+                    index === messages.length - 1 ? lastMessageRef : undefined
+                  }
+                  className="flex justify-start gap-2"
+                >
+                  <div className="mt-0.5 flex size-6 shrink-0 items-center justify-center rounded-full bg-primary-100">
+                    <Sparkles className="size-3.5 text-primary-base" />
+                  </div>
+                  <div className="max-w-[85%] rounded-2xl rounded-tl-sm bg-gray-100 px-3 py-2 text-sm text-gray-800">
+                    <Markdown>{message.content}</Markdown>
+                  </div>
+                </div>
+              ),
+            )
+          )}
+
+          {isLoading && (
+            <div className="flex justify-start gap-2">
+              <div className="mt-0.5 flex size-6 shrink-0 items-center justify-center rounded-full bg-primary-100">
+                <Sparkles className="size-3.5 text-primary-base" />
+              </div>
+              <div className="flex items-center gap-2 rounded-2xl rounded-tl-sm bg-gray-100 px-3 py-2 text-sm text-gray-500">
+                <Loader2 className="size-4 animate-spin" />
+                Thinking…
+              </div>
+            </div>
+          )}
+        </div>
+
+        {/* Composer */}
+        <form
+          onSubmit={(event) => {
+            event.preventDefault();
+            submit(input);
+          }}
+          className="flex items-center gap-2 border-t border-gray-200 p-3"
+        >
+          <Input
+            ref={inputRef}
+            value={input}
+            onChange={(event) => setInput(event.target.value)}
+            placeholder="Ask a question…"
+            maxLength={4000}
+            disabled={isLoading}
+            className="flex-1"
+          />
+          <Button
+            type="submit"
+            size="icon"
+            aria-label="Send message"
+            disabled={isLoading || !input.trim()}
+          >
+            <Send className="size-4" />
+          </Button>
+        </form>
+      </div>
+    </>
+  );
+}
diff --git a/apps/web/components/chat/markdown.tsx b/apps/web/components/chat/markdown.tsx
new file mode 100644
index 00000000..5df48119
--- /dev/null
+++ b/apps/web/components/chat/markdown.tsx
@@ -0,0 +1,88 @@
+'use client';
+
+import ReactMarkdown, { type Components } from 'react-markdown';
+import remarkGfm from 'remark-gfm';
+
+// Element-level styling for assistant replies. react-markdown does NOT render
+// raw HTML by default (no rehype-raw here), so model output can't inject
+// markup — only the safe subset below. Styling maps onto the app's gray/primary
+// tokens so replies read like part of the product, not a raw text dump.
+const components: Components = {
+  p: ({ children }) => (
+    <p className="mb-2 last:mb-0 leading-relaxed">{children}</p>
+  ),
+  ul: ({ children }) => (
+    <ul className="mb-2 list-disc space-y-1 pl-4 last:mb-0">{children}</ul>
+  ),
+  ol: ({ children }) => (
+    <ol className="mb-2 list-decimal space-y-1 pl-4 last:mb-0">{children}</ol>
+  ),
+  li: ({ children }) => <li className="leading-relaxed">{children}</li>,
+  strong: ({ children }) => (
+    <strong className="font-semibold text-gray-900">{children}</strong>
+  ),
+  em: ({ children }) => <em className="italic">{children}</em>,
+  a: ({ children, href }) => (
+    <a
+      href={href}
+      target="_blank"
+      rel="noreferrer noopener"
+      className="font-medium text-primary-base underline underline-offset-2"
+    >
+      {children}
+    </a>
+  ),
+  h1: ({ children }) => (
+    <h3 className="mb-1 mt-2 text-sm font-semibold text-gray-900 first:mt-0">
+      {children}
+    </h3>
+  ),
+  h2: ({ children }) => (
+    <h3 className="mb-1 mt-2 text-sm font-semibold text-gray-900 first:mt-0">
+      {children}
+    </h3>
+  ),
+  h3: ({ children }) => (
+    <h3 className="mb-1 mt-2 text-sm font-semibold text-gray-900 first:mt-0">
+      {children}
+    </h3>
+  ),
+  code: ({ children }) => (
+    <code className="rounded bg-gray-200/70 px-1 py-0.5 font-mono text-[0.8em] text-gray-800">
+      {children}
+    </code>
+  ),
+  pre: ({ children }) => (
+    <pre className="mb-2 overflow-x-auto rounded-lg bg-gray-900 p-3 text-xs text-gray-100 last:mb-0 [&_code]:bg-transparent [&_code]:p-0 [&_code]:text-gray-100">
+      {children}
+    </pre>
+  ),
+  blockquote: ({ children }) => (
+    <blockquote className="mb-2 border-l-2 border-gray-300 pl-3 text-gray-600 italic last:mb-0">
+      {children}
+    </blockquote>
+  ),
+  hr: () => <hr className="my-2 border-gray-200" />,
+  table: ({ children }) => (
+    <div className="mb-2 overflow-x-auto last:mb-0">
+      <table className="w-full border-collapse text-xs">{children}</table>
+    </div>
+  ),
+  th: ({ children }) => (
+    <th className="border border-gray-200 bg-gray-50 px-2 py-1 text-left font-semibold">
+      {children}
+    </th>
+  ),
+  td: ({ children }) => (
+    <td className="border border-gray-200 px-2 py-1">{children}</td>
+  ),
+};
+
+/** Renders an assistant reply's markdown into styled, safe HTML. */
+export function Markdown({ children }: { children: string }) {
+  return (
+    <ReactMarkdown remarkPlugins={[remarkGfm]} components={components}>
+      {children}
+    </ReactMarkdown>
+  );
+}
diff --git a/apps/web/hooks/use-chat.ts b/apps/web/hooks/use-chat.ts
new file mode 100644
index 00000000..fed40773
--- /dev/null
+++ b/apps/web/hooks/use-chat.ts
@@ -0,0 +1,65 @@
+'use client';
+
+import { useCallback, useState } from 'react';
+import { toast } from 'sonner';
+import { apiPost, ApiError } from '@/lib/api';
+import type { ChatMessage, ChatRequest, ChatResponse } from '@repo/contracts';
+
+interface UseChatReturn {
+  messages: ChatMessage[];
+  isLoading: boolean;
+  sendMessage: (content: string) => Promise<boolean>;
+  reset: () => void;
+}
+
+/**
+ * Local state + POST /chat for the instructor assistant. The conversation lives
+ * in component state (the API is stateless — the full visible history is resent
+ * each turn); nothing is persisted across reloads. On failure the optimistic
+ * user message is rolled back (so a failed turn is never resent or duplicated)
+ * and the error is surfaced via toast; sendMessage resolves to false so the
+ * caller can restore the draft for a retry.
+ */
+export function useChat(): UseChatReturn {
+  const [messages, setMessages] = useState<ChatMessage[]>([]);
+  const [isLoading, setIsLoading] = useState(false);
+
+  const sendMessage = useCallback(
+    async (content: string): Promise<boolean> => {
+      const trimmed = content.trim();
+      if (!trimmed || isLoading) return false;
+
+      const history: ChatMessage[] = [
+        ...messages,
+        { role: 'user', content: trimmed },
+      ];
+      setMessages(history);
+      setIsLoading(true);
+
+      try {
+        const body: ChatRequest = { messages: history };
+        const { reply } = await apiPost<ChatResponse>('/chat', body);
+        setMessages((prev) => [...prev, { role: 'assistant', content: reply }]);
+        return true;
+      } catch (error) {
+        // Roll the optimistic user message back out to the pre-send history so
+        // a failed turn is never treated as complete (resent without a reply)
+        // or duplicated on a retry. The caller keeps the draft for the retry.
+        setMessages(messages);
+        const message =
+          error instanceof ApiError
+            ? error.message
+            : 'Something went wrong. Please try again.';
+        toast.error(message);
+        return false;
+      } finally {
+        setIsLoading(false);
+      }
+    },
+    [messages, isLoading],
+  );
+
+  const reset = useCallback(() => setMessages([]), []);
+
+  return { messages, isLoading, sendMessage, reset };
+}
diff --git a/apps/web/package.json b/apps/web/package.json
index a4c873be..81c8ceea 100644
--- a/apps/web/package.json
+++ b/apps/web/package.json
@@ -40,7 +40,9 @@
     "react-dom": "^19.2.0",
     "react-hook-form": "^7.71.1",
     "react-leaflet": "^5.0.0",
+    "react-markdown": "^10.1.0",
     "recharts": "^3.9.2",
+    "remark-gfm": "^4.0.1",
     "sonner": "^2.0.7",
     "swr": "^2.4.0",
     "tailwind-merge": "^3.4.0",
diff --git a/package-lock.json b/package-lock.json
index f1102c94..2927b163 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -21,6 +21,7 @@
     "apps/api": {
       "version": "0.0.1",
       "dependencies": {
+        "@anthropic-ai/sdk": "^0.112.1",
         "@nestjs/bullmq": "^11.0.4",
         "@nestjs/common": "^11.0.1",
         "@nestjs/config": "^4.0.2",
@@ -299,7 +300,9 @@
         "react-dom": "^19.2.0",
         "react-hook-form": "^7.71.1",
         "react-leaflet": "^5.0.0",
+        "react-markdown": "^10.1.0",
         "recharts": "^3.9.2",
+        "remark-gfm": "^4.0.1",
         "sonner": "^2.0.7",
         "swr": "^2.4.0",
         "tailwind-merge": "^3.4.0",
@@ -457,6 +460,27 @@
         "tslib": "^2.1.0"
       }
     },
+    "node_modules/@anthropic-ai/sdk": {
+      "version": "0.112.1",
+      "resolved": "https://registry.npmjs.org/@anthropic-ai/sdk/-/sdk-0.112.1.tgz",
+      "integrity": "sha512-vPRhHWxG9gIDyI9anVET2tBkmMBOXyTpIFvQgUVveiAV0ihmQgBYzQHb/s9+pZ/FxprSWcQnj15YnRfPxOIEmg==",
+      "license": "MIT",
+      "dependencies": {
+        "json-schema-to-ts": "^3.1.1",
+        "standardwebhooks": "^1.0.0"
+      },
+      "bin": {
+        "anthropic-ai-sdk": "bin/cli"
+      },
+      "peerDependencies": {
+        "zod": "^3.25.0 || ^4.0.0"
+      },
+      "peerDependenciesMeta": {
+        "zod": {
+          "optional": true
+        }
+      }
+    },
     "node_modules/@babel/code-frame": {
       "version": "7.27.1",
       "resolved": "https://registry.npmjs.org/@babel/code-frame/-/code-frame-7.27.1.tgz",
@@ -909,6 +933,15 @@
         "@babel/core": "^7.0.0-0"
       }
     },
+    "node_modules/@babel/runtime": {
+      "version": "7.29.7",
+      "resolved": "https://registry.npmjs.org/@babel/runtime/-/runtime-7.29.7.tgz",
+      "integrity": "sha512-Nq8OhGWiZIZGV6hLHoyAKLLcJihP/xFeBMGJoUrxTX2psI8dCifzLhZISFb+VWS3wFMRDmCGw5R+dOySCqPLhw==",
+      "license": "MIT",
+      "engines": {
+        "node": ">=6.9.0"
+      }
+    },
     "node_modules/@babel/template": {
       "version": "7.27.2",
       "resolved": "https://registry.npmjs.org/@babel/template/-/template-7.27.2.tgz",
@@ -5981,6 +6014,12 @@
         "@sinonjs/commons": "^3.0.1"
       }
     },
+    "node_modules/@stablelib/base64": {
+      "version": "1.0.1",
+      "resolved": "https://registry.npmjs.org/@stablelib/base64/-/base64-1.0.1.tgz",
+      "integrity": "sha512-1bnPQqSxSuc3Ii6MhBysoWCg58j97aUjuCSZrGSmDxNqtytIi0k8utUenAwTZN4V5mXXYGsVUI9zeBqy+jBOSQ==",
+      "license": "MIT"
+    },
     "node_modules/@standard-schema/spec": {
       "version": "1.1.0",
       "resolved": "https://registry.npmjs.org/@standard-schema/spec/-/spec-1.1.0.tgz",
@@ -6502,6 +6541,15 @@
       "integrity": "sha512-Ps3T8E8dZDam6fUyNiMkekK3XUsaUEik+idO9/YjPtfj2qruF8tFBXS7XhtE4iIXBLxhmLjP3SXpLhVf21I9Lw==",
       "license": "MIT"
     },
+    "node_modules/@types/debug": {
+      "version": "4.1.13",
+      "resolved": "https://registry.npmjs.org/@types/debug/-/debug-4.1.13.tgz",
+      "integrity": "sha512-KSVgmQmzMwPlmtljOomayoR89W4FynCAi3E8PPs7vmDVPe84hT+vGPKkJfThkmXs0x0jAaa9U8uW8bbfyS2fWw==",
+      "license": "MIT",
+      "dependencies": {
+        "@types/ms": "*"
+      }
+    },
     "node_modules/@types/eslint": {
       "version": "9.6.1",
       "resolved": "https://registry.npmjs.org/@types/eslint/-/eslint-9.6.1.tgz",
@@ -6528,9 +6576,17 @@
       "version": "1.0.8",
       "resolved": "https://registry.npmjs.org/@types/estree/-/estree-1.0.8.tgz",
       "integrity": "sha512-dWHzHa2WqEXI/O1E9OjrocMTKJl2mSrEolh1Iomrv6U+JuNwaHXsXx9bLu5gG7BUWFIN0skIQJQ/L1rIex4X6w==",
-      "dev": true,
       "license": "MIT"
     },
+    "node_modules/@types/estree-jsx": {
+      "version": "1.0.5",
+      "resolved": "https://registry.npmjs.org/@types/estree-jsx/-/estree-jsx-1.0.5.tgz",
+      "integrity": "sha512-52CcUVNFyfb1A2ALocQw/Dd1BQFNmSdkuC3BkZ6iqhdMfQz7JWOFRuJFloOzjk+6WijU56m9oKXFAXc7o3Towg==",
+      "license": "MIT",
+      "dependencies": {
+        "@types/estree": "*"
+      }
+    },
     "node_modules/@types/express": {
       "version": "5.0.6",
       "resolved": "https://registry.npmjs.org/@types/express/-/express-5.0.6.tgz",
@@ -6563,6 +6619,15 @@
       "dev": true,
       "license": "MIT"
     },
+    "node_modules/@types/hast": {
+      "version": "3.0.5",
+      "resolved": "https://registry.npmjs.org/@types/hast/-/hast-3.0.5.tgz",
+      "integrity": "sha512-rp/ezSWaD1m44dPKICGhiskI13nVr7qTloFwDa/IYkhhf5nzwP+zIQcIJh3WIFSBOy/H1PzB40jPjMDksN4F+g==",
+      "license": "MIT",
+      "dependencies": {
+        "@types/unist": "*"
+      }
+    },
     "node_modules/@types/http-errors": {
       "version": "2.0.5",
       "resolved": "https://registry.npmjs.org/@types/http-errors/-/http-errors-2.0.5.tgz",
@@ -6625,6 +6690,15 @@
         "@types/geojson": "*"
       }
     },
+    "node_modules/@types/mdast": {
+      "version": "4.0.4",
+      "resolved": "https://registry.npmjs.org/@types/mdast/-/mdast-4.0.4.tgz",
+      "integrity": "sha512-kGaNbPh1k7AFzgpud/gMdvIm5xuECykRR+JnWKQno9TAXVa6WIVCGTPvYGekIDL4uwCZQSYbUxNBSb1aUo79oA==",
+      "license": "MIT",
+      "dependencies": {
+        "@types/unist": "*"
+      }
+    },
     "node_modules/@types/methods": {
       "version": "1.1.4",
       "resolved": "https://registry.npmjs.org/@types/methods/-/methods-1.1.4.tgz",
@@ -6632,6 +6706,12 @@
       "dev": true,
       "license": "MIT"
     },
+    "node_modules/@types/ms": {
+      "version": "2.1.0",
+      "resolved": "https://registry.npmjs.org/@types/ms/-/ms-2.1.0.tgz",
+      "integrity": "sha512-GsCCIZDE/p3i96vtEqx+7dBUGXrc7zeSK3wwPHIaRThS+9OhWIXRqzs4d6k1SVU8g91DrNRWxWUGhp5KXQb2VA==",
+      "license": "MIT"
+    },
     "node_modules/@types/node": {
       "version": "22.19.3",
       "resolved": "https://registry.npmjs.org/@types/node/-/node-22.19.3.tgz",
@@ -6672,7 +6752,6 @@
       "version": "19.2.2",
       "resolved": "https://registry.npmjs.org/@types/react/-/react-19.2.2.tgz",
       "integrity": "sha512-6mDvHUFSjyT2B2yeNx2nUgMxh9LtOWvkhIU3uePn2I2oyNymUAX1NIsdgviM4CH+JSrp2D2hsMvJOkxY+0wNRA==",
-      "devOptional": true,
       "license": "MIT",
       "dependencies": {
         "csstype": "^3.0.2"
@@ -6740,6 +6819,12 @@
         "@types/superagent": "^8.1.0"
       }
     },
+    "node_modules/@types/unist": {
+      "version": "3.0.3",
+      "resolved": "https://registry.npmjs.org/@types/unist/-/unist-3.0.3.tgz",
+      "integrity": "sha512-ko/gIFJRv177XgZsZcBwnqJN5x/Gien8qNOn0D5bQU/zAzVf9Zt3BlcUiLqhV9y4ARk0GbT3tnUiPNgnTXzc/Q==",
+      "license": "MIT"
+    },
     "node_modules/@types/use-sync-external-store": {
       "version": "0.0.6",
       "resolved": "https://registry.npmjs.org/@types/use-sync-external-store/-/use-sync-external-store-0.0.6.tgz",
@@ -7036,7 +7121,6 @@
       "version": "1.3.0",
       "resolved": "https://registry.npmjs.org/@ungap/structured-clone/-/structured-clone-1.3.0.tgz",
       "integrity": "sha512-WmoN8qaIAo7WTYWbAZuG8PYEhn5fkz7dZrqTBZ7dtt//lL2Gwms1IcnQ5yHqjDfX8Ft5j4YzDM23f87zBfDe9g==",
-      "dev": true,
       "license": "ISC"
     },
     "node_modules/@unrs/resolver-binding-android-arm-eabi": {
@@ -8080,6 +8164,16 @@
         "@babel/core": "^7.11.0 || ^8.0.0-beta.1"
       }
     },
+    "node_modules/bail": {
+      "version": "2.0.2",
+      "resolved": "https://registry.npmjs.org/bail/-/bail-2.0.2.tgz",
+      "integrity": "sha512-0xO6mYd7JB2YesxDKplafRpsiOzPt9V02ddPCLbY1xYGPOX24NTyN50qnUxgCPcSoYMhKpAuBTjQoRZCAkUDRw==",
+      "license": "MIT",
+      "funding": {
+        "type": "github",
+        "url": "https://github.com/sponsors/wooorm"
+      }
+    },
     "node_modules/balanced-match": {
       "version": "1.0.2",
       "resolved": "https://registry.npmjs.org/balanced-match/-/balanced-match-1.0.2.tgz",
@@ -8442,6 +8536,16 @@
       ],
       "license": "CC-BY-4.0"
     },
+    "node_modules/ccount": {
+      "version": "2.0.1",
+      "resolved": "https://registry.npmjs.org/ccount/-/ccount-2.0.1.tgz",
+      "integrity": "sha512-eyrF0jiFpY+3drT6383f1qhkbGsLSifNAjA61IUjZjmLCWjItY6LB9ft9YhoDgwfmclB2zhu51Lc7+95b8NRAg==",
+      "license": "MIT",
+      "funding": {
+        "type": "github",
+        "url": "https://github.com/sponsors/wooorm"
+      }
+    },
     "node_modules/cfb": {
       "version": "1.2.2",
       "resolved": "https://registry.npmjs.org/cfb/-/cfb-1.2.2.tgz",
@@ -8482,6 +8586,46 @@
         "node": ">=10"
       }
     },
+    "node_modules/character-entities": {
+      "version": "2.0.2",
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+        "url": "https://github.com/sponsors/wooorm"
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+    },
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@@ -14821,6 +16037,16 @@
       "devOptional": true,
       "license": "ISC"
     },
+    "node_modules/property-information": {
+      "version": "7.2.0",
+      "resolved": "https://registry.npmjs.org/property-information/-/property-information-7.2.0.tgz",
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+      "license": "MIT",
+      "funding": {
+        "type": "github",
+        "url": "https://github.com/sponsors/wooorm"
+      }
+    },
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@@ -15108,6 +16334,33 @@
         "react-dom": "^19.0.0"
       }
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+    "node_modules/react-markdown": {
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+      "resolved": "https://registry.npmjs.org/react-markdown/-/react-markdown-10.1.0.tgz",
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+      "license": "MIT",
+      "dependencies": {
+        "@types/hast": "^3.0.0",
+        "@types/mdast": "^4.0.0",
+        "devlop": "^1.0.0",
+        "hast-util-to-jsx-runtime": "^2.0.0",
+        "html-url-attributes": "^3.0.0",
+        "mdast-util-to-hast": "^13.0.0",
+        "remark-parse": "^11.0.0",
+        "remark-rehype": "^11.0.0",
+        "unified": "^11.0.0",
+        "unist-util-visit": "^5.0.0",
+        "vfile": "^6.0.0"
+      },
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+        "url": "https://opencollective.com/unified"
+      },
+      "peerDependencies": {
+        "@types/react": ">=18",
+        "react": ">=18"
+      }
+    },
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       "resolved": "https://registry.npmjs.org/react-redux/-/react-redux-9.3.0.tgz",
@@ -15351,6 +16604,72 @@
         "url": "https://github.com/sponsors/ljharb"
       }
     },
+    "node_modules/remark-gfm": {
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+      "resolved": "https://registry.npmjs.org/remark-gfm/-/remark-gfm-4.0.1.tgz",
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+      "license": "MIT",
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+        "@types/mdast": "^4.0.0",
+        "mdast-util-gfm": "^3.0.0",
+        "micromark-extension-gfm": "^3.0.0",
+        "remark-parse": "^11.0.0",
+        "remark-stringify": "^11.0.0",
+        "unified": "^11.0.0"
+      },
+      "funding": {
+        "type": "opencollective",
+        "url": "https://opencollective.com/unified"
+      }
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+      "license": "MIT",
+      "dependencies": {
+        "@types/mdast": "^4.0.0",
+        "mdast-util-from-markdown": "^2.0.0",
+        "micromark-util-types": "^2.0.0",
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+      "resolved": "https://registry.npmjs.org/remark-rehype/-/remark-rehype-11.1.2.tgz",
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+      "license": "MIT",
+      "dependencies": {
+        "@types/hast": "^3.0.0",
+        "@types/mdast": "^4.0.0",
+        "mdast-util-to-hast": "^13.0.0",
+        "unified": "^11.0.0",
+        "vfile": "^6.0.0"
+      },
+      "funding": {
+        "type": "opencollective",
+        "url": "https://opencollective.com/unified"
+      }
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+    "node_modules/remark-stringify": {
+      "version": "11.0.0",
+      "resolved": "https://registry.npmjs.org/remark-stringify/-/remark-stringify-11.0.0.tgz",
+      "integrity": "sha512-1OSmLd3awB/t8qdoEOMazZkNsfVTeY4fTsgzcQFdXNq8ToTN4ZGwrMnlda4K6smTFKD+GRV6O48i6Z4iKgPPpw==",
+      "license": "MIT",
+      "dependencies": {
+        "@types/mdast": "^4.0.0",
+        "mdast-util-to-markdown": "^2.0.0",
+        "unified": "^11.0.0"
+      },
+      "funding": {
+        "type": "opencollective",
+        "url": "https://opencollective.com/unified"
+      }
+    },
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@@ -16089,6 +17408,16 @@
         "node": ">=0.10.0"
       }
     },
+    "node_modules/space-separated-tokens": {
+      "version": "2.0.2",
+      "resolved": "https://registry.npmjs.org/space-separated-tokens/-/space-separated-tokens-2.0.2.tgz",
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+      "license": "MIT",
+      "funding": {
+        "type": "github",
+        "url": "https://github.com/sponsors/wooorm"
+      }
+    },
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       "version": "4.2.0",
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@@ -16156,6 +17485,16 @@
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       "license": "MIT"
     },
+    "node_modules/standardwebhooks": {
+      "version": "1.0.0",
+      "resolved": "https://registry.npmjs.org/standardwebhooks/-/standardwebhooks-1.0.0.tgz",
+      "integrity": "sha512-BbHGOQK9olHPMvQNHWul6MYlrRTAOKn03rOe4A8O3CLWhNf4YHBqq2HJKKC+sfqpxiBY52pNeesD6jIiLDz8jg==",
+      "license": "MIT",
+      "dependencies": {
+        "@stablelib/base64": "^1.0.0",
+        "fast-sha256": "^1.3.0"
+      }
+    },
     "node_modules/statuses": {
       "version": "2.0.2",
       "resolved": "https://registry.npmjs.org/statuses/-/statuses-2.0.2.tgz",
@@ -16346,6 +17685,20 @@
         "url": "https://github.com/sponsors/ljharb"
       }
     },
+    "node_modules/stringify-entities": {
+      "version": "4.0.4",
+      "resolved": "https://registry.npmjs.org/stringify-entities/-/stringify-entities-4.0.4.tgz",
+      "integrity": "sha512-IwfBptatlO+QCJUo19AqvrPNqlVMpW9YEL2LIVY+Rpv2qsjCGxaDLNRgeGsQWJhfItebuJhsGSLjaBbNSQ+ieg==",
+      "license": "MIT",
+      "dependencies": {
+        "character-entities-html4": "^2.0.0",
+        "character-entities-legacy": "^3.0.0"
+      },
+      "funding": {
+        "type": "github",
+        "url": "https://github.com/sponsors/wooorm"
+      }
+    },
     "node_modules/strip-ansi": {
       "version": "6.0.1",
       "resolved": "https://registry.npmjs.org/strip-ansi/-/strip-ansi-6.0.1.tgz",
@@ -16422,6 +17775,24 @@
         "url": "https://github.com/sponsors/Borewit"
       }
     },
+    "node_modules/style-to-js": {
+      "version": "1.1.21",
+      "resolved": "https://registry.npmjs.org/style-to-js/-/style-to-js-1.1.21.tgz",
+      "integrity": "sha512-RjQetxJrrUJLQPHbLku6U/ocGtzyjbJMP9lCNK7Ag0CNh690nSH8woqWH9u16nMjYBAok+i7JO1NP2pOy8IsPQ==",
+      "license": "MIT",
+      "dependencies": {
+        "style-to-object": "1.0.14"
+      }
+    },
+    "node_modules/style-to-object": {
+      "version": "1.0.14",
+      "resolved": "https://registry.npmjs.org/style-to-object/-/style-to-object-1.0.14.tgz",
+      "integrity": "sha512-LIN7rULI0jBscWQYaSswptyderlarFkjQ+t79nzty8tcIAceVomEVlLzH5VP4Cmsv6MtKhs7qaAiwlcp+Mgaxw==",
+      "license": "MIT",
+      "dependencies": {
+        "inline-style-parser": "0.2.7"
+      }
+    },
     "node_modules/styled-jsx": {
       "version": "5.1.6",
       "resolved": "https://registry.npmjs.org/styled-jsx/-/styled-jsx-5.1.6.tgz",
@@ -16825,6 +18196,32 @@
         "url": "https://github.com/sponsors/Borewit"
       }
     },
+    "node_modules/trim-lines": {
+      "version": "3.0.1",
+      "resolved": "https://registry.npmjs.org/trim-lines/-/trim-lines-3.0.1.tgz",
+      "integrity": "sha512-kRj8B+YHZCc9kQYdWfJB2/oUl9rA99qbowYYBtr4ui4mZyAQ2JpvVBd/6U2YloATfqBhBTSMhTpgBHtU0Mf3Rg==",
+      "license": "MIT",
+      "funding": {
+        "type": "github",
+        "url": "https://github.com/sponsors/wooorm"
+      }
+    },
+    "node_modules/trough": {
+      "version": "2.2.0",
+      "resolved": "https://registry.npmjs.org/trough/-/trough-2.2.0.tgz",
+      "integrity": "sha512-tmMpK00BjZiUyVyvrBK7knerNgmgvcV/KLVyuma/SC+TQN167GrMRciANTz09+k3zW8L8t60jWO1GpfkZdjTaw==",
+      "license": "MIT",
+      "funding": {
+        "type": "github",
+        "url": "https://github.com/sponsors/wooorm"
+      }
+    },
+    "node_modules/ts-algebra": {
+      "version": "2.0.0",
+      "resolved": "https://registry.npmjs.org/ts-algebra/-/ts-algebra-2.0.0.tgz",
+      "integrity": "sha512-FPAhNPFMrkwz76P7cdjdmiShwMynZYN6SgOujD1urY4oNm80Ou9oMdmbR45LotcKOXoy7wSmHkRFE6Mxbrhefw==",
+      "license": "MIT"
+    },
     "node_modules/ts-api-utils": {
       "version": "2.3.0",
       "resolved": "https://registry.npmjs.org/ts-api-utils/-/ts-api-utils-2.3.0.tgz",
@@ -17390,6 +18787,93 @@
       "dev": true,
       "license": "MIT"
     },
+    "node_modules/unified": {
+      "version": "11.0.5",
+      "resolved": "https://registry.npmjs.org/unified/-/unified-11.0.5.tgz",
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+      "license": "MIT",
+      "dependencies": {
+        "@types/unist": "^3.0.0",
+        "bail": "^2.0.0",
+        "devlop": "^1.0.0",
+        "extend": "^3.0.0",
+        "is-plain-obj": "^4.0.0",
+        "trough": "^2.0.0",
+        "vfile": "^6.0.0"
+      },
+      "funding": {
+        "type": "opencollective",
+        "url": "https://opencollective.com/unified"
+      }
+    },
+    "node_modules/unist-util-is": {
+      "version": "6.0.1",
+      "resolved": "https://registry.npmjs.org/unist-util-is/-/unist-util-is-6.0.1.tgz",
+      "integrity": "sha512-LsiILbtBETkDz8I9p1dQ0uyRUWuaQzd/cuEeS1hoRSyW5E5XGmTzlwY1OrNzzakGowI9Dr/I8HVaw4hTtnxy8g==",
+      "license": "MIT",
+      "dependencies": {
+        "@types/unist": "^3.0.0"
+      },
+      "funding": {
+        "type": "opencollective",
+        "url": "https://opencollective.com/unified"
+      }
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+    "node_modules/unist-util-position": {
+      "version": "5.0.0",
+      "resolved": "https://registry.npmjs.org/unist-util-position/-/unist-util-position-5.0.0.tgz",
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+      "license": "MIT",
+      "dependencies": {
+        "@types/unist": "^3.0.0"
+      },
+      "funding": {
+        "type": "opencollective",
+        "url": "https://opencollective.com/unified"
+      }
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+    "node_modules/unist-util-stringify-position": {
+      "version": "4.0.0",
+      "resolved": "https://registry.npmjs.org/unist-util-stringify-position/-/unist-util-stringify-position-4.0.0.tgz",
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+        "url": "https://opencollective.com/unified"
+      }
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+    "node_modules/unist-util-visit": {
+      "version": "5.1.0",
+      "resolved": "https://registry.npmjs.org/unist-util-visit/-/unist-util-visit-5.1.0.tgz",
+      "integrity": "sha512-m+vIdyeCOpdr/QeQCu2EzxX/ohgS8KbnPDgFni4dQsfSCtpz8UqDyY5GjRru8PDKuYn7Fq19j1CQ+nJSsGKOzg==",
+      "license": "MIT",
+      "dependencies": {
+        "@types/unist": "^3.0.0",
+        "unist-util-is": "^6.0.0",
+        "unist-util-visit-parents": "^6.0.0"
+      },
+      "funding": {
+        "type": "opencollective",
+        "url": "https://opencollective.com/unified"
+      }
+    },
+    "node_modules/unist-util-visit-parents": {
+      "version": "6.0.2",
+      "resolved": "https://registry.npmjs.org/unist-util-visit-parents/-/unist-util-visit-parents-6.0.2.tgz",
+      "integrity": "sha512-goh1s1TBrqSqukSc8wrjwWhL0hiJxgA8m4kFxGlQ+8FYQ3C/m11FcTs4YYem7V664AhHVvgoQLk890Ssdsr2IQ==",
+      "license": "MIT",
+      "dependencies": {
+        "@types/unist": "^3.0.0",
+        "unist-util-is": "^6.0.0"
+      },
+      "funding": {
+        "type": "opencollective",
+        "url": "https://opencollective.com/unified"
+      }
+    },
     "node_modules/universalify": {
       "version": "2.0.1",
       "resolved": "https://registry.npmjs.org/universalify/-/universalify-2.0.1.tgz",
@@ -17613,6 +19097,34 @@
         "node": ">= 0.8"
       }
     },
+    "node_modules/vfile": {
+      "version": "6.0.3",
+      "resolved": "https://registry.npmjs.org/vfile/-/vfile-6.0.3.tgz",
+      "integrity": "sha512-KzIbH/9tXat2u30jf+smMwFCsno4wHVdNmzFyL+T/L3UGqqk6JKfVqOFOZEpZSHADH1k40ab6NUIXZq422ov3Q==",
+      "license": "MIT",
+      "dependencies": {
+        "@types/unist": "^3.0.0",
+        "vfile-message": "^4.0.0"
+      },
+      "funding": {
+        "type": "opencollective",
+        "url": "https://opencollective.com/unified"
+      }
+    },
+    "node_modules/vfile-message": {
+      "version": "4.0.3",
+      "resolved": "https://registry.npmjs.org/vfile-message/-/vfile-message-4.0.3.tgz",
+      "integrity": "sha512-QTHzsGd1EhbZs4AsQ20JX1rC3cOlt/IWJruk893DfLRr57lcnOeMaWG4K0JrRta4mIJZKth2Au3mM3u03/JWKw==",
+      "license": "MIT",
+      "dependencies": {
+        "@types/unist": "^3.0.0",
+        "unist-util-stringify-position": "^4.0.0"
+      },
+      "funding": {
+        "type": "opencollective",
+        "url": "https://opencollective.com/unified"
+      }
+    },
     "node_modules/victory-vendor": {
       "version": "37.3.6",
       "resolved": "https://registry.npmjs.org/victory-vendor/-/victory-vendor-37.3.6.tgz",
@@ -18101,6 +19613,16 @@
         "url": "https://github.com/sponsors/colinhacks"
       }
     },
+    "node_modules/zwitch": {
+      "version": "2.0.4",
+      "resolved": "https://registry.npmjs.org/zwitch/-/zwitch-2.0.4.tgz",
+      "integrity": "sha512-bXE4cR/kVZhKZX/RjPEflHaKVhUVl85noU3v6b8apfQEc1x4A+zBxjZ4lN8LqGd6WZ3dl98pY4o717VFmoPp+A==",
+      "license": "MIT",
+      "funding": {
+        "type": "github",
+        "url": "https://github.com/sponsors/wooorm"
+      }
+    },
     "packages/contracts": {
       "name": "@repo/contracts",
       "version": "0.0.0",
diff --git a/packages/contracts/src/chat/chat.request.ts b/packages/contracts/src/chat/chat.request.ts
new file mode 100644
index 00000000..9fd071af
--- /dev/null
+++ b/packages/contracts/src/chat/chat.request.ts
@@ -0,0 +1,19 @@
+import { z } from 'zod';
+
+// A single turn in the assistant conversation. Only `user` and `assistant`
+// roles cross the wire — the system prompt and any tool-call turns are added
+// server-side and never accepted from the client.
+export const chatMessageSchema = z.object({
+  role: z.enum(['user', 'assistant']),
+  content: z.string().trim().min(1, 'Message cannot be empty').max(4000),
+});
+export type ChatMessage = z.infer<typeof chatMessageSchema>;
+
+// Request for POST /chat. The full visible history is resent each turn (the API
+// is stateless); the server prepends the system prompt and drives the tool
+// loop. No message-count cap — a conversation can run as long as the user
+// likes; the model's large context window is the practical bound.
+export const chatRequestSchema = z.object({
+  messages: z.array(chatMessageSchema).min(1),
+});
+export type ChatRequest = z.infer<typeof chatRequestSchema>;
diff --git a/packages/contracts/src/chat/chat.response.ts b/packages/contracts/src/chat/chat.response.ts
new file mode 100644
index 00000000..a016d8fb
--- /dev/null
+++ b/packages/contracts/src/chat/chat.response.ts
@@ -0,0 +1,9 @@
+import { z } from 'zod';
+
+// Response from POST /chat — the assistant's reply for this turn. Tool calls
+// and their results are resolved server-side inside the request; only the final
+// natural-language answer is returned.
+export const chatResponseSchema = z.object({
+  reply: z.string(),
+});
+export type ChatResponse = z.infer<typeof chatResponseSchema>;
diff --git a/packages/contracts/src/chat/index.ts b/packages/contracts/src/chat/index.ts
new file mode 100644
index 00000000..d09882bd
--- /dev/null
+++ b/packages/contracts/src/chat/index.ts
@@ -0,0 +1,2 @@
+export * from './chat.request';
+export * from './chat.response';
diff --git a/packages/contracts/src/index.ts b/packages/contracts/src/index.ts
index d0ba2bf0..01eea047 100644
--- a/packages/contracts/src/index.ts
+++ b/packages/contracts/src/index.ts
@@ -11,5 +11,6 @@ export * from './stock';
 export * from './inquiries';
 export * from './my-inquiries';
 export * from './stats';
+export * from './chat';
 export * from './audit';
 export * from './profile';