diff --git a/apps/web/src/app/(signing)/sign/[token]/chat-pdf.tsx b/apps/web/src/app/(signing)/sign/[token]/chat-pdf.tsx
new file mode 100644
index 000000000..201d65104
--- /dev/null
+++ b/apps/web/src/app/(signing)/sign/[token]/chat-pdf.tsx
@@ -0,0 +1,43 @@
+import fs from 'fs/promises';
+
+import { loadFileIntoPinecone } from '@documenso/lib/server-only/pinecone';
+import { getFile } from '@documenso/lib/universal/upload/get-file';
+import { DocumentDataType } from '@documenso/prisma/client';
+import { Card, CardContent } from '@documenso/ui/primitives/card';
+
+import { Chat } from './chat';
+
+type ChatPDFProps = {
+  id: string;
+  type: DocumentDataType;
+  data: string;
+  initialData: string;
+};
+
+export async function ChatPDF({ documentData }: { documentData: ChatPDFProps }) {
+  const docData = await getFile(documentData);
+  const fileName = `${documentData.id}}.pdf`;
+
+  try {
+    await fs.access(fileName, fs.constants.F_OK);
+  } catch (err) {
+    await fs.writeFile(fileName, docData);
+  }
+  await loadFileIntoPinecone(fileName);
+
+  return (
+    <Card className="my-8" gradient={true} degrees={200}>
+      <CardContent className="mt-8 flex flex-col">
+        <h2 className="text-foreground text-2xl font-semibold">Chat with the PDF</h2>
+        <p className="text-muted-foreground mt-2 text-sm">Ask any questions regarding the PDF</p>
+        <hr className="border-border mb-4 mt-4" />
+        <Chat />
+        <hr className="border-border mb-4 mt-4" />
+        <p className="text-muted-foreground text-sm italic">
+          Disclaimer: Never trust AI 100%. Always double check the documents yourself. Documenso is
+          not liable for any issue arising from you relying 100% on the AI.
+        </p>
+      </CardContent>
+    </Card>
+  );
+}
diff --git a/apps/web/src/app/(signing)/sign/[token]/chat.tsx b/apps/web/src/app/(signing)/sign/[token]/chat.tsx
new file mode 100644
index 000000000..690b3b558
--- /dev/null
+++ b/apps/web/src/app/(signing)/sign/[token]/chat.tsx
@@ -0,0 +1,56 @@
+'use client';
+
+import { useChat } from 'ai/react';
+
+import { cn } from '@documenso/ui/lib/utils';
+import { Button } from '@documenso/ui/primitives/button';
+import { Input } from '@documenso/ui/primitives/input';
+
+type Props = {};
+
+export function Chat({}: Props) {
+  const { input, handleInputChange, handleSubmit, messages } = useChat({
+    api: '/api/chat',
+  });
+
+  // continue https://youtu.be/bZFedu-0emE?si=2JGSJfSQ38aXSlp2&t=10941
+
+  return (
+    <div>
+      <div className="flex flex-col gap-8">
+        <ul>
+          {messages.map((message, index) => (
+            <li
+              className={cn(
+                'flex',
+                message.role === 'user'
+                  ? 'mb-6 ml-10 mt-6 flex justify-end'
+                  : 'mr-10 justify-start',
+              )}
+              key={index}
+            >
+              <span
+                className={
+                  message.role === 'user'
+                    ? 'bg-background text-foreground group relative rounded-lg border-2 p-4 backdrop-blur-[2px]'
+                    : 'bg-primary text-primary-foreground rounded-lg p-4 backdrop-blur-[2px]'
+                }
+              >
+                {message.content}
+              </span>
+            </li>
+          ))}
+        </ul>
+      </div>
+      <form className="mb-2 mt-8 flex" onSubmit={handleSubmit}>
+        <Input
+          value={input}
+          className="mr-6 w-1/2"
+          onChange={handleInputChange}
+          placeholder="Ask away..."
+        />
+        <Button type="submit">Send</Button>
+      </form>
+    </div>
+  );
+}
diff --git a/apps/web/src/app/(signing)/sign/[token]/form.tsx b/apps/web/src/app/(signing)/sign/[token]/form.tsx
index 17872a7ab..f7e81414b 100644
--- a/apps/web/src/app/(signing)/sign/[token]/form.tsx
+++ b/apps/web/src/app/(signing)/sign/[token]/form.tsx
@@ -87,7 +87,7 @@ export const SigningForm = ({ document, recipient, fields }: SigningFormProps) =
             Please review the document before signing.
           </p>
 
-          <hr className="border-border mb-8 mt-4" />
+          <hr className="border-border mb-8 mt-4 h-8 w-full" />
 
           <div className="-mx-2 flex flex-1 flex-col gap-4 overflow-y-auto px-2">
             <div className="flex flex-1 flex-col gap-y-4">
diff --git a/apps/web/src/app/(signing)/sign/[token]/page.tsx b/apps/web/src/app/(signing)/sign/[token]/page.tsx
index 40a650afd..efe73ae5b 100644
--- a/apps/web/src/app/(signing)/sign/[token]/page.tsx
+++ b/apps/web/src/app/(signing)/sign/[token]/page.tsx
@@ -14,6 +14,7 @@ import { Card, CardContent } from '@documenso/ui/primitives/card';
 import { ElementVisible } from '@documenso/ui/primitives/element-visible';
 import { LazyPDFViewer } from '@documenso/ui/primitives/lazy-pdf-viewer';
 
+import { ChatPDF } from './chat-pdf';
 import { DateField } from './date-field';
 import { EmailField } from './email-field';
 import { SigningForm } from './form';
@@ -106,6 +107,7 @@ export default async function SigningPage({ params: { token } }: SigningPageProp
               .otherwise(() => null),
           )}
         </ElementVisible>
+        <ChatPDF documentData={documentData} />
       </div>
     </SigningProvider>
   );
diff --git a/apps/web/src/pages/api/chat/index.ts b/apps/web/src/pages/api/chat/index.ts
new file mode 100644
index 000000000..d9a591fd0
--- /dev/null
+++ b/apps/web/src/pages/api/chat/index.ts
@@ -0,0 +1,54 @@
+import { Message, OpenAIStream, StreamingTextResponse } from 'ai';
+import { Configuration, OpenAIApi } from 'openai-edge';
+
+import { getContext } from '@documenso/lib/server-only/context';
+
+export const runtime = 'edge';
+
+const config = new Configuration({
+  apiKey: process.env.OPENAI_API_KEY!,
+});
+
+const openai = new OpenAIApi(config);
+
+export default async function handler(request: Request) {
+  // console.log(request.method);
+  // request.json().then((data) => console.log(data));
+  // return Response.json({ message: 'world' });
+
+  try {
+    const data = await request.json();
+    const lastMessage = data.messages[data.messages.length - 1];
+    const context = await getContext(lastMessage.content);
+    console.log('context', context);
+    const prompt = {
+      role: 'system',
+      content: `AI assistant is a brand new, powerful, human-like artificial intelligence.
+      The traits of AI include expert knowledge, helpfulness, cleverness, and articulateness.
+      AI is a well-behaved and well-mannered individual.
+      AI is always friendly, kind, and inspiring, and he is eager to provide vivid and thoughtful responses to the user.
+      AI has the sum of all knowledge in their brain, and is able to accurately answer nearly any question about any topic in conversation.
+      AI assistant is a big fan of Pinecone and Vercel.
+      START CONTEXT BLOCK
+      ${context}
+      END OF CONTEXT BLOCK
+      AI assistant will take into account any CONTEXT BLOCK that is provided in a conversation.
+      If the context does not provide the answer to question, the AI assistant will say, "I'm sorry, but I don't know the answer to that question".
+      AI assistant will not apologize for previous responses, but instead will indicated new information was gained.
+      AI assistant will not invent anything that is not drawn directly from the context.
+      `,
+    };
+    const response = await openai.createChatCompletion({
+      model: 'gpt-3.5-turbo',
+      messages: [prompt, ...data.messages.filter((message: Message) => message.role === 'user')],
+      stream: true,
+    });
+
+    const stream = OpenAIStream(response);
+
+    return new StreamingTextResponse(stream);
+  } catch (error) {
+    console.error('There was an error getting embeddings: ', error);
+    throw new Error('There was an error getting embeddings');
+  }
+}
diff --git a/package-lock.json b/package-lock.json
index f742ab50b..ad567f40a 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -10,6 +10,13 @@
         "packages/*"
       ],
       "dependencies": {
+        "@pinecone-database/pinecone": "^1.1.1",
+        "@types/md5": "^2.3.4",
+        "ai": "^2.2.16",
+        "langchain": "^0.0.169",
+        "md5": "^2.3.0",
+        "openai-edge": "^1.2.2",
+        "pdf-parse": "^1.1.1",
         "recharts": "^2.7.2"
       },
       "devDependencies": {
@@ -141,6 +148,59 @@
         "url": "https://github.com/sponsors/sindresorhus"
       }
     },
+    "node_modules/@ampproject/remapping": {
+      "version": "2.2.1",
+      "resolved": "https://registry.npmjs.org/@ampproject/remapping/-/remapping-2.2.1.tgz",
+      "integrity": "sha512-lFMjJTrFL3j7L9yBxwYfCq2k6qqwHyzuUl/XBnif78PWTJYyL/dfowQHWE3sp6U6ZzqWiiIZnpTMO96zhkjwtg==",
+      "peer": true,
+      "dependencies": {
+        "@jridgewell/gen-mapping": "^0.3.0",
+        "@jridgewell/trace-mapping": "^0.3.9"
+      },
+      "engines": {
+        "node": ">=6.0.0"
+      }
+    },
+    "node_modules/@anthropic-ai/sdk": {
+      "version": "0.6.8",
+      "resolved": "https://registry.npmjs.org/@anthropic-ai/sdk/-/sdk-0.6.8.tgz",
+      "integrity": "sha512-z4gDFrBf+W2wOVvwA3CA+5bfKOxQhPeXQo7+ITWj3r3XPulIMEasVT0KrD41G+anr5Yc3d2PKvXKB6b1LSon5w==",
+      "dependencies": {
+        "@types/node": "^18.11.18",
+        "@types/node-fetch": "^2.6.4",
+        "abort-controller": "^3.0.0",
+        "agentkeepalive": "^4.2.1",
+        "digest-fetch": "^1.3.0",
+        "form-data-encoder": "1.7.2",
+        "formdata-node": "^4.3.2",
+        "node-fetch": "^2.6.7",
+        "web-streams-polyfill": "^3.2.1"
+      }
+    },
+    "node_modules/@anthropic-ai/sdk/node_modules/@types/node": {
+      "version": "18.18.6",
+      "resolved": "https://registry.npmjs.org/@types/node/-/node-18.18.6.tgz",
+      "integrity": "sha512-wf3Vz+jCmOQ2HV1YUJuCWdL64adYxumkrxtc+H1VUQlnQI04+5HtH+qZCOE21lBE7gIrt+CwX2Wv8Acrw5Ak6w=="
+    },
+    "node_modules/@anthropic-ai/sdk/node_modules/node-fetch": {
+      "version": "2.7.0",
+      "resolved": "https://registry.npmjs.org/node-fetch/-/node-fetch-2.7.0.tgz",
+      "integrity": "sha512-c4FRfUm/dbcWZ7U+1Wq0AwCyFL+3nt2bEw05wfxSz+DWpWsitgmSgYmy2dQdWyKC1694ELPqMs/YzUSNozLt8A==",
+      "dependencies": {
+        "whatwg-url": "^5.0.0"
+      },
+      "engines": {
+        "node": "4.x || >=6.0.0"
+      },
+      "peerDependencies": {
+        "encoding": "^0.1.0"
+      },
+      "peerDependenciesMeta": {
+        "encoding": {
+          "optional": true
+        }
+      }
+    },
     "node_modules/@aws-crypto/crc32": {
       "version": "3.0.0",
       "resolved": "https://registry.npmjs.org/@aws-crypto/crc32/-/crc32-3.0.0.tgz",
@@ -218,12 +278,7 @@
         "tslib": "^1.11.1"
       }
     },
-    "node_modules/@aws-crypto/sha256-browser/node_modules/tslib": {
-      "version": "1.14.1",
-      "resolved": "https://registry.npmjs.org/tslib/-/tslib-1.14.1.tgz",
-      "integrity": "sha512-Xni35NKzjgMrwevysHTCArtLDpPvye8zV/0E4EyYn43P7/7qvQwPh9BGkHewbMulVntbigmcT7rdX3BNo9wRJg=="
-    },
-    "node_modules/@aws-crypto/sha256-js": {
+    "node_modules/@aws-crypto/sha256-browser/node_modules/@aws-crypto/sha256-js": {
       "version": "3.0.0",
       "resolved": "https://registry.npmjs.org/@aws-crypto/sha256-js/-/sha256-js-3.0.0.tgz",
       "integrity": "sha512-PnNN7os0+yd1XvXAy23CFOmTbMaDxgxXtTKHybrJ39Y8kGzBATgBFibWJKH6BhytLI/Zyszs87xCOBNyBig6vQ==",
@@ -233,11 +288,38 @@
         "tslib": "^1.11.1"
       }
     },
-    "node_modules/@aws-crypto/sha256-js/node_modules/tslib": {
+    "node_modules/@aws-crypto/sha256-browser/node_modules/tslib": {
       "version": "1.14.1",
       "resolved": "https://registry.npmjs.org/tslib/-/tslib-1.14.1.tgz",
       "integrity": "sha512-Xni35NKzjgMrwevysHTCArtLDpPvye8zV/0E4EyYn43P7/7qvQwPh9BGkHewbMulVntbigmcT7rdX3BNo9wRJg=="
     },
+    "node_modules/@aws-crypto/sha256-js": {
+      "version": "5.2.0",
+      "resolved": "https://registry.npmjs.org/@aws-crypto/sha256-js/-/sha256-js-5.2.0.tgz",
+      "integrity": "sha512-FFQQyu7edu4ufvIZ+OadFpHHOt+eSTBaYaki44c+akjg7qZg9oOQeLlk77F6tSYqjDAFClrHJk9tMf0HdVyOvA==",
+      "optional": true,
+      "peer": true,
+      "dependencies": {
+        "@aws-crypto/util": "^5.2.0",
+        "@aws-sdk/types": "^3.222.0",
+        "tslib": "^2.6.2"
+      },
+      "engines": {
+        "node": ">=16.0.0"
+      }
+    },
+    "node_modules/@aws-crypto/sha256-js/node_modules/@aws-crypto/util": {
+      "version": "5.2.0",
+      "resolved": "https://registry.npmjs.org/@aws-crypto/util/-/util-5.2.0.tgz",
+      "integrity": "sha512-4RkU9EsI6ZpBve5fseQlGNUWKMa1RLPQ1dnjnQoe07ldfIzcsGb5hC5W0Dm7u423KWzawlrpbjXBrXCEv9zazQ==",
+      "optional": true,
+      "peer": true,
+      "dependencies": {
+        "@aws-sdk/types": "^3.222.0",
+        "@smithy/util-utf8": "^2.0.0",
+        "tslib": "^2.6.2"
+      }
+    },
     "node_modules/@aws-crypto/supports-web-crypto": {
       "version": "3.0.0",
       "resolved": "https://registry.npmjs.org/@aws-crypto/supports-web-crypto/-/supports-web-crypto-3.0.0.tgz",
@@ -331,6 +413,42 @@
         "node": ">=14.0.0"
       }
     },
+    "node_modules/@aws-sdk/client-s3/node_modules/@aws-crypto/sha256-js": {
+      "version": "3.0.0",
+      "resolved": "https://registry.npmjs.org/@aws-crypto/sha256-js/-/sha256-js-3.0.0.tgz",
+      "integrity": "sha512-PnNN7os0+yd1XvXAy23CFOmTbMaDxgxXtTKHybrJ39Y8kGzBATgBFibWJKH6BhytLI/Zyszs87xCOBNyBig6vQ==",
+      "dependencies": {
+        "@aws-crypto/util": "^3.0.0",
+        "@aws-sdk/types": "^3.222.0",
+        "tslib": "^1.11.1"
+      }
+    },
+    "node_modules/@aws-sdk/client-s3/node_modules/@aws-crypto/sha256-js/node_modules/tslib": {
+      "version": "1.14.1",
+      "resolved": "https://registry.npmjs.org/tslib/-/tslib-1.14.1.tgz",
+      "integrity": "sha512-Xni35NKzjgMrwevysHTCArtLDpPvye8zV/0E4EyYn43P7/7qvQwPh9BGkHewbMulVntbigmcT7rdX3BNo9wRJg=="
+    },
+    "node_modules/@aws-sdk/client-s3/node_modules/fast-xml-parser": {
+      "version": "4.2.5",
+      "resolved": "https://registry.npmjs.org/fast-xml-parser/-/fast-xml-parser-4.2.5.tgz",
+      "integrity": "sha512-B9/wizE4WngqQftFPmdaMYlXoJlJOYxGQOanC77fq9k8+Z0v5dDSVh+3glErdIROP//s/jgb7ZuxKfB8nVyo0g==",
+      "funding": [
+        {
+          "type": "paypal",
+          "url": "https://paypal.me/naturalintelligence"
+        },
+        {
+          "type": "github",
+          "url": "https://github.com/sponsors/NaturalIntelligence"
+        }
+      ],
+      "dependencies": {
+        "strnum": "^1.0.5"
+      },
+      "bin": {
+        "fxparser": "src/cli/cli.js"
+      }
+    },
     "node_modules/@aws-sdk/client-sso": {
       "version": "3.430.0",
       "resolved": "https://registry.npmjs.org/@aws-sdk/client-sso/-/client-sso-3.430.0.tgz",
@@ -375,6 +493,21 @@
         "node": ">=14.0.0"
       }
     },
+    "node_modules/@aws-sdk/client-sso/node_modules/@aws-crypto/sha256-js": {
+      "version": "3.0.0",
+      "resolved": "https://registry.npmjs.org/@aws-crypto/sha256-js/-/sha256-js-3.0.0.tgz",
+      "integrity": "sha512-PnNN7os0+yd1XvXAy23CFOmTbMaDxgxXtTKHybrJ39Y8kGzBATgBFibWJKH6BhytLI/Zyszs87xCOBNyBig6vQ==",
+      "dependencies": {
+        "@aws-crypto/util": "^3.0.0",
+        "@aws-sdk/types": "^3.222.0",
+        "tslib": "^1.11.1"
+      }
+    },
+    "node_modules/@aws-sdk/client-sso/node_modules/@aws-crypto/sha256-js/node_modules/tslib": {
+      "version": "1.14.1",
+      "resolved": "https://registry.npmjs.org/tslib/-/tslib-1.14.1.tgz",
+      "integrity": "sha512-Xni35NKzjgMrwevysHTCArtLDpPvye8zV/0E4EyYn43P7/7qvQwPh9BGkHewbMulVntbigmcT7rdX3BNo9wRJg=="
+    },
     "node_modules/@aws-sdk/client-sts": {
       "version": "3.430.0",
       "resolved": "https://registry.npmjs.org/@aws-sdk/client-sts/-/client-sts-3.430.0.tgz",
@@ -423,6 +556,42 @@
         "node": ">=14.0.0"
       }
     },
+    "node_modules/@aws-sdk/client-sts/node_modules/@aws-crypto/sha256-js": {
+      "version": "3.0.0",
+      "resolved": "https://registry.npmjs.org/@aws-crypto/sha256-js/-/sha256-js-3.0.0.tgz",
+      "integrity": "sha512-PnNN7os0+yd1XvXAy23CFOmTbMaDxgxXtTKHybrJ39Y8kGzBATgBFibWJKH6BhytLI/Zyszs87xCOBNyBig6vQ==",
+      "dependencies": {
+        "@aws-crypto/util": "^3.0.0",
+        "@aws-sdk/types": "^3.222.0",
+        "tslib": "^1.11.1"
+      }
+    },
+    "node_modules/@aws-sdk/client-sts/node_modules/@aws-crypto/sha256-js/node_modules/tslib": {
+      "version": "1.14.1",
+      "resolved": "https://registry.npmjs.org/tslib/-/tslib-1.14.1.tgz",
+      "integrity": "sha512-Xni35NKzjgMrwevysHTCArtLDpPvye8zV/0E4EyYn43P7/7qvQwPh9BGkHewbMulVntbigmcT7rdX3BNo9wRJg=="
+    },
+    "node_modules/@aws-sdk/client-sts/node_modules/fast-xml-parser": {
+      "version": "4.2.5",
+      "resolved": "https://registry.npmjs.org/fast-xml-parser/-/fast-xml-parser-4.2.5.tgz",
+      "integrity": "sha512-B9/wizE4WngqQftFPmdaMYlXoJlJOYxGQOanC77fq9k8+Z0v5dDSVh+3glErdIROP//s/jgb7ZuxKfB8nVyo0g==",
+      "funding": [
+        {
+          "type": "paypal",
+          "url": "https://paypal.me/naturalintelligence"
+        },
+        {
+          "type": "github",
+          "url": "https://github.com/sponsors/NaturalIntelligence"
+        }
+      ],
+      "dependencies": {
+        "strnum": "^1.0.5"
+      },
+      "bin": {
+        "fxparser": "src/cli/cli.js"
+      }
+    },
     "node_modules/@aws-sdk/credential-provider-env": {
       "version": "3.428.0",
       "resolved": "https://registry.npmjs.org/@aws-sdk/credential-provider-env/-/credential-provider-env-3.428.0.tgz",
@@ -812,6 +981,21 @@
         "node": ">=14.0.0"
       }
     },
+    "node_modules/@aws-sdk/token-providers/node_modules/@aws-crypto/sha256-js": {
+      "version": "3.0.0",
+      "resolved": "https://registry.npmjs.org/@aws-crypto/sha256-js/-/sha256-js-3.0.0.tgz",
+      "integrity": "sha512-PnNN7os0+yd1XvXAy23CFOmTbMaDxgxXtTKHybrJ39Y8kGzBATgBFibWJKH6BhytLI/Zyszs87xCOBNyBig6vQ==",
+      "dependencies": {
+        "@aws-crypto/util": "^3.0.0",
+        "@aws-sdk/types": "^3.222.0",
+        "tslib": "^1.11.1"
+      }
+    },
+    "node_modules/@aws-sdk/token-providers/node_modules/@aws-crypto/sha256-js/node_modules/tslib": {
+      "version": "1.14.1",
+      "resolved": "https://registry.npmjs.org/tslib/-/tslib-1.14.1.tgz",
+      "integrity": "sha512-Xni35NKzjgMrwevysHTCArtLDpPvye8zV/0E4EyYn43P7/7qvQwPh9BGkHewbMulVntbigmcT7rdX3BNo9wRJg=="
+    },
     "node_modules/@aws-sdk/types": {
       "version": "3.428.0",
       "resolved": "https://registry.npmjs.org/@aws-sdk/types/-/types-3.428.0.tgz",
@@ -1734,6 +1918,25 @@
       "resolved": "apps/web",
       "link": true
     },
+    "node_modules/@edge-runtime/primitives": {
+      "version": "4.0.3",
+      "resolved": "https://registry.npmjs.org/@edge-runtime/primitives/-/primitives-4.0.3.tgz",
+      "integrity": "sha512-1qldmcIwxxi69Hg6cmWB5erpyd+4GXUk7zCTBNh2EQJUvYbt5G46vtNyAtr5LbuHgM0gEYvAzdiFt2k2elsTsg==",
+      "engines": {
+        "node": ">=16"
+      }
+    },
+    "node_modules/@edge-runtime/types": {
+      "version": "2.2.5",
+      "resolved": "https://registry.npmjs.org/@edge-runtime/types/-/types-2.2.5.tgz",
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@@ -16993,6 +18514,28 @@
         "url": "https://github.com/chalk/ansi-styles?sponsor=1"
       }
     },
+    "node_modules/solid-js": {
+      "version": "1.8.3",
+      "resolved": "https://registry.npmjs.org/solid-js/-/solid-js-1.8.3.tgz",
+      "integrity": "sha512-S7ztgPI6X4tUaWmhZe3aDx0E9F6FGxXVU8NsocrPqqUbxHoFi8eTPlDMcenOlXuo2ITQ97j2URaj0StfJci4KQ==",
+      "peer": true,
+      "dependencies": {
+        "csstype": "^3.1.0",
+        "seroval": "^0.11.6"
+      }
+    },
+    "node_modules/solid-swr-store": {
+      "version": "0.10.7",
+      "resolved": "https://registry.npmjs.org/solid-swr-store/-/solid-swr-store-0.10.7.tgz",
+      "integrity": "sha512-A6d68aJmRP471aWqKKPE2tpgOiR5fH4qXQNfKIec+Vap+MGQm3tvXlT8n0I8UgJSlNAsSAUuw2VTviH2h3Vv5g==",
+      "engines": {
+        "node": ">=10"
+      },
+      "peerDependencies": {
+        "solid-js": "^1.2",
+        "swr-store": "^0.10"
+      }
+    },
     "node_modules/source-map": {
       "version": "0.7.4",
       "resolved": "https://registry.npmjs.org/source-map/-/source-map-0.7.4.tgz",
@@ -17113,6 +18656,17 @@
         "sql-formatter": "bin/sql-formatter-cli.cjs"
       }
     },
+    "node_modules/sswr": {
+      "version": "2.0.0",
+      "resolved": "https://registry.npmjs.org/sswr/-/sswr-2.0.0.tgz",
+      "integrity": "sha512-mV0kkeBHcjcb0M5NqKtKVg/uTIYNlIIniyDfSGrSfxpEdM9C365jK0z55pl9K0xAkNTJi2OAOVFQpgMPUk+V0w==",
+      "dependencies": {
+        "swrev": "^4.0.0"
+      },
+      "peerDependencies": {
+        "svelte": "^4.0.0"
+      }
+    },
     "node_modules/start-server-and-test": {
       "version": "2.0.1",
       "resolved": "https://registry.npmjs.org/start-server-and-test/-/start-server-and-test-2.0.1.tgz",
@@ -17564,6 +19118,75 @@
         "url": "https://github.com/sponsors/ljharb"
       }
     },
+    "node_modules/svelte": {
+      "version": "4.2.2",
+      "resolved": "https://registry.npmjs.org/svelte/-/svelte-4.2.2.tgz",
+      "integrity": "sha512-My2tytF2e2NnHSpn2M7/3VdXT4JdTglYVUuSuK/mXL2XtulPYbeBfl8Dm1QiaKRn0zoULRnL+EtfZHHP0k4H3A==",
+      "peer": true,
+      "dependencies": {
+        "@ampproject/remapping": "^2.2.1",
+        "@jridgewell/sourcemap-codec": "^1.4.15",
+        "@jridgewell/trace-mapping": "^0.3.18",
+        "acorn": "^8.9.0",
+        "aria-query": "^5.3.0",
+        "axobject-query": "^3.2.1",
+        "code-red": "^1.0.3",
+        "css-tree": "^2.3.1",
+        "estree-walker": "^3.0.3",
+        "is-reference": "^3.0.1",
+        "locate-character": "^3.0.0",
+        "magic-string": "^0.30.4",
+        "periscopic": "^3.1.0"
+      },
+      "engines": {
+        "node": ">=16"
+      }
+    },
+    "node_modules/svelte/node_modules/@jridgewell/trace-mapping": {
+      "version": "0.3.20",
+      "resolved": "https://registry.npmjs.org/@jridgewell/trace-mapping/-/trace-mapping-0.3.20.tgz",
+      "integrity": "sha512-R8LcPeWZol2zR8mmH3JeKQ6QRCFb7XgUhV9ZlGhHLGyg4wpPiPZNQOOWhFZhxKw8u//yTbNGI42Bx/3paXEQ+Q==",
+      "peer": true,
+      "dependencies": {
+        "@jridgewell/resolve-uri": "^3.1.0",
+        "@jridgewell/sourcemap-codec": "^1.4.14"
+      }
+    },
+    "node_modules/swr": {
+      "version": "2.2.0",
+      "resolved": "https://registry.npmjs.org/swr/-/swr-2.2.0.tgz",
+      "integrity": "sha512-AjqHOv2lAhkuUdIiBu9xbuettzAzWXmCEcLONNKJRba87WAefz8Ca9d6ds/SzrPc235n1IxWYdhJ2zF3MNUaoQ==",
+      "dependencies": {
+        "use-sync-external-store": "^1.2.0"
+      },
+      "peerDependencies": {
+        "react": "^16.11.0 || ^17.0.0 || ^18.0.0"
+      }
+    },
+    "node_modules/swr-store": {
+      "version": "0.10.6",
+      "resolved": "https://registry.npmjs.org/swr-store/-/swr-store-0.10.6.tgz",
+      "integrity": "sha512-xPjB1hARSiRaNNlUQvWSVrG5SirCjk2TmaUyzzvk69SZQan9hCJqw/5rG9iL7xElHU784GxRPISClq4488/XVw==",
+      "dependencies": {
+        "dequal": "^2.0.3"
+      },
+      "engines": {
+        "node": ">=10"
+      }
+    },
+    "node_modules/swrev": {
+      "version": "4.0.0",
+      "resolved": "https://registry.npmjs.org/swrev/-/swrev-4.0.0.tgz",
+      "integrity": "sha512-LqVcOHSB4cPGgitD1riJ1Hh4vdmITOp+BkmfmXRh4hSF/t7EnS4iD+SOTmq7w5pPm/SiPeto4ADbKS6dHUDWFA=="
+    },
+    "node_modules/swrv": {
+      "version": "1.0.4",
+      "resolved": "https://registry.npmjs.org/swrv/-/swrv-1.0.4.tgz",
+      "integrity": "sha512-zjEkcP8Ywmj+xOJW3lIT65ciY/4AL4e/Or7Gj0MzU3zBJNMdJiT8geVZhINavnlHRMMCcJLHhraLTAiDOTmQ9g==",
+      "peerDependencies": {
+        "vue": ">=3.2.26 < 4"
+      }
+    },
     "node_modules/tailwind-merge": {
       "version": "1.14.0",
       "resolved": "https://registry.npmjs.org/tailwind-merge/-/tailwind-merge-1.14.0.tgz",
@@ -18848,6 +20471,27 @@
         "d3-timer": "^3.0.1"
       }
     },
+    "node_modules/vue": {
+      "version": "3.3.5",
+      "resolved": "https://registry.npmjs.org/vue/-/vue-3.3.5.tgz",
+      "integrity": "sha512-xYpLEGb25yYU1ul9ZhCcavNZ4YW6PS7YTDdDAd0yc/3w69Tra2BwY4EpKguKddfD56QApXQ17XHq+fJJwEP+UQ==",
+      "peer": true,
+      "dependencies": {
+        "@vue/compiler-dom": "3.3.5",
+        "@vue/compiler-sfc": "3.3.5",
+        "@vue/runtime-dom": "3.3.5",
+        "@vue/server-renderer": "3.3.5",
+        "@vue/shared": "3.3.5"
+      },
+      "peerDependencies": {
+        "typescript": "*"
+      },
+      "peerDependenciesMeta": {
+        "typescript": {
+          "optional": true
+        }
+      }
+    },
     "node_modules/wait-on": {
       "version": "7.0.1",
       "resolved": "https://registry.npmjs.org/wait-on/-/wait-on-7.0.1.tgz",
@@ -19309,6 +20953,14 @@
         "url": "https://github.com/sponsors/colinhacks"
       }
     },
+    "node_modules/zod-to-json-schema": {
+      "version": "3.21.4",
+      "resolved": "https://registry.npmjs.org/zod-to-json-schema/-/zod-to-json-schema-3.21.4.tgz",
+      "integrity": "sha512-fjUZh4nQ1s6HMccgIeE0VP4QG/YRGPmyjO9sAh890aQKPEk3nqbfUXhMFaC+Dr5KvYBm8BCyvfpZf2jY9aGSsw==",
+      "peerDependencies": {
+        "zod": "^3.21.4"
+      }
+    },
     "node_modules/zwitch": {
       "version": "2.0.4",
       "resolved": "https://registry.npmjs.org/zwitch/-/zwitch-2.0.4.tgz",
diff --git a/package.json b/package.json
index 5bbd4f431..d19cea3ae 100644
--- a/package.json
+++ b/package.json
@@ -46,6 +46,13 @@
     "packages/*"
   ],
   "dependencies": {
+    "@pinecone-database/pinecone": "^1.1.1",
+    "@types/md5": "^2.3.4",
+    "ai": "^2.2.16",
+    "langchain": "^0.0.169",
+    "md5": "^2.3.0",
+    "openai-edge": "^1.2.2",
+    "pdf-parse": "^1.1.1",
     "recharts": "^2.7.2"
   }
 }
diff --git a/packages/lib/server-only/context.ts b/packages/lib/server-only/context.ts
new file mode 100644
index 000000000..2c3d4ceef
--- /dev/null
+++ b/packages/lib/server-only/context.ts
@@ -0,0 +1,35 @@
+import { Pinecone } from '@pinecone-database/pinecone';
+
+import { getEmbeddings } from './embeddings';
+
+export async function getMatchesFromEmbeddings(embeddings: number[]) {
+  const pc = new Pinecone({
+    apiKey: process.env.PINECONE_API_KEY!,
+    environment: process.env.PINECONE_ENV!,
+  });
+
+  const pineconeIndex = pc.index('documenso-chat-with-pdf-test');
+
+  try {
+    const queryResult = await pineconeIndex.query({
+      topK: 5,
+      vector: embeddings,
+      includeMetadata: true,
+    });
+
+    return queryResult.matches || [];
+  } catch (error) {
+    console.error('There was an error getting matches from embeddings: ', error);
+    throw new Error('There was an error getting matches from embeddings');
+  }
+}
+
+export async function getContext(query: string) {
+  const queryEmbeddings = await getEmbeddings(query);
+  const matches = await getMatchesFromEmbeddings(queryEmbeddings);
+
+  const qualifyingMatches = matches.filter((match) => match.score && match.score > 0.7);
+  const docs = qualifyingMatches.map((match) => match.metadata?.text);
+
+  return docs.join('\n').substring(0, 3000);
+}
diff --git a/packages/lib/server-only/embeddings.ts b/packages/lib/server-only/embeddings.ts
new file mode 100644
index 000000000..8cf75d9ad
--- /dev/null
+++ b/packages/lib/server-only/embeddings.ts
@@ -0,0 +1,23 @@
+import { Configuration, OpenAIApi } from 'openai-edge';
+
+const config = new Configuration({
+  apiKey: process.env.OPENAI_API_KEY!,
+});
+
+const openai = new OpenAIApi(config);
+
+export async function getEmbeddings(text: string) {
+  try {
+    const response = await openai.createEmbedding({
+      model: 'text-embedding-ada-002',
+      input: text.replace(/\n/g, ' '),
+    });
+
+    const result = await response.json();
+
+    return result.data[0].embedding;
+  } catch (error) {
+    console.error('There was an error getting embeddings: ', error);
+    throw new Error('There was an error getting embeddings');
+  }
+}
diff --git a/packages/lib/server-only/pinecone.ts b/packages/lib/server-only/pinecone.ts
new file mode 100644
index 000000000..c3b19b5e2
--- /dev/null
+++ b/packages/lib/server-only/pinecone.ts
@@ -0,0 +1,113 @@
+import { Pinecone } from '@pinecone-database/pinecone';
+import { PDFLoader } from 'langchain/document_loaders/fs/pdf';
+import { RecursiveCharacterTextSplitter } from 'langchain/text_splitter';
+import md5 from 'md5';
+
+import { getEmbeddings } from './embeddings';
+
+let pc: Pinecone | null = null;
+
+// export type PDFPage = {
+//   pageContent: string;
+//   metadata: {
+//     source: string;
+//     pdf: {
+//       version: string;
+//       info: {
+//         pdfformatversion: string;
+//         isacroformpresent: boolean;
+//         isxfapresent: boolean;
+//         creator: string;
+//         producer: string;
+//         ceationdate: string;
+//         moddate: string;
+//       };
+//       metadata: null;
+//       totalPages: number;
+//     };
+//     loc: {
+//       pageNumber: number;
+//     };
+//   };
+// };
+
+export type PDFPage = unknown;
+export const getPineconeClient = () => {
+  if (!pc) {
+    pc = new Pinecone({
+      apiKey: process.env.PINECONE_API_KEY!,
+      environment: process.env.PINECONE_ENV!,
+    });
+  }
+
+  return pc;
+};
+
+export async function loadFileIntoPinecone(file: string) {
+  if (!file) {
+    throw new Error('No file provided');
+  }
+
+  const loader = new PDFLoader(file);
+  const pages: PDFPage[] = await loader.load();
+
+  const documents = await Promise.all(pages.map(prepareDocument));
+
+  const vectors = await Promise.all(documents.flat().map(embedDocuments));
+
+  const client = getPineconeClient();
+  const pineconeIndex = client.index('documenso-chat-with-pdf-test');
+
+  try {
+    await pineconeIndex.upsert(vectors);
+  } catch (error) {
+    console.error('There was an error upserting vectors: ', error);
+  }
+}
+
+async function embedDocuments(doc) {
+  try {
+    const embeddings = await getEmbeddings(doc.pageContent);
+    const hash = md5(doc.pageContent);
+
+    return {
+      id: hash,
+      values: embeddings,
+      metadata: {
+        text: doc.metadata.text,
+        pageNumber: doc.metadata.pageNumber,
+      },
+    };
+  } catch (error) {
+    console.error('There was an error embedding documents: ', error);
+    throw new Error('There was an error embedding documents');
+  }
+}
+
+export const truncateStringByBytes = (str: string, numBytes: number) => {
+  const encoder = new TextEncoder();
+
+  return new TextDecoder('utf-8').decode(encoder.encode(str).slice(0, numBytes));
+};
+
+async function prepareDocument(page: PDFPage) {
+  let { pageContent, metadata } = page;
+  pageContent = pageContent.replace(/\n/g, '');
+
+  const splitter = new RecursiveCharacterTextSplitter();
+  const docs = await splitter.splitDocuments([
+    {
+      pageContent,
+      metadata: {
+        pageNumber: metadata.loc.pageNumber,
+        text: truncateStringByBytes(pageContent, 36000),
+      },
+    },
+  ]);
+
+  return docs;
+}
+
+function convertToAscii(input: string) {
+  return input.replace(/[^\x00-\x7F]/g, '');
+}