From 874f0f7397ec98e7d6bcdd9b2906369cd7e3ddcd Mon Sep 17 00:00:00 2001
From: Zoe <62722391+juls0730@users.noreply.github.com>
Date: Sat, 28 Feb 2026 17:19:48 -0600
Subject: [PATCH] feat: add message attachments (wip)

---
 app/components/Attachment/Display.vue    |  20 +++
 app/components/Attachment/Preview.vue    |  32 ++++
 app/components/ChatInput.vue             |  54 ++++--
 app/components/FileSelector.vue          | 119 +++++++++++++
 app/components/Message/User.vue          |  16 +-
 app/composables/useChat.ts               |  58 +++++-
 app/pages/agent/[id]/index.vue           |  29 +--
 app/pages/agent/[id]/topic/[topicId].vue |  26 ++-
 app/pages/index.vue                      |  31 ++--
 app/pages/test.vue                       |  31 +++-
 bun.lock                                 | 213 +++++++++++++++++++++++
 nuxt.config.ts                           |   8 +
 package.json                             |   2 +
 server/api/files/[...key].get.ts         |  42 +++++
 server/api/upload/presigned.post.ts      |  72 ++++++++
 triplit/schema.ts                        |  77 ++++++++
 16 files changed, 780 insertions(+), 50 deletions(-)
 create mode 100644 app/components/Attachment/Display.vue
 create mode 100644 app/components/Attachment/Preview.vue
 create mode 100644 app/components/FileSelector.vue
 create mode 100644 server/api/files/[...key].get.ts
 create mode 100644 server/api/upload/presigned.post.ts

diff --git a/app/components/Attachment/Display.vue b/app/components/Attachment/Display.vue
new file mode 100644
index 0000000..e493b7a
--- /dev/null
+++ b/app/components/Attachment/Display.vue
@@ -0,0 +1,20 @@
+<script setup lang="ts">
+const props = defineProps<{
+    file: {
+        id: string;
+        name: string;
+        mimeType: string;
+        status: 'pending' | 'uploaded';
+        url: string;
+    }
+}>();
+</script>
+
+<template>
+    <img v-if="props.file.mimeType.startsWith('image/')" :src="props.file.url"
+        class="rounded-lg h-full w-full max-h-36 max-w-64 object-cover" />
+    <video v-else-if="props.file.mimeType.startsWith('video/')" controls :src="props.file.url"
+        class="rounded-lg h-full w-full max-h-36 max-w-64 aspect-ratio-video object-cover" />
+    <audio v-else-if="props.file.mimeType.startsWith('audio/')" :src="props.file.url"
+        class="rounded-lg h-full w-full max-h-36 max-w-64 object-cover" />
+</template>
\ No newline at end of file
diff --git a/app/components/Attachment/Preview.vue b/app/components/Attachment/Preview.vue
new file mode 100644
index 0000000..ad30729
--- /dev/null
+++ b/app/components/Attachment/Preview.vue
@@ -0,0 +1,32 @@
+<script setup lang="ts">
+import Display from './Display.vue';
+
+const props = defineProps<{
+    file: {
+        id: string;
+        name: string;
+        mimeType: string;
+        status: 'pending' | 'uploaded';
+        url: string;
+    }
+}>();
+
+const emit = defineEmits<{
+    delete: [];
+}>();
+
+const handleDelete = async () => {
+    emit('delete');
+};
+</script>
+
+<template>
+    <div class="relative h-full w-fit">
+        <Display :file="props.file" />
+
+        <button @click="handleDelete"
+            class="absolute top-0 right-0 translate-x-1/2 -translate-y-1/2 flex items-center justify-center w-4 h-4 rounded-full bg-[var(--bg-base)] border border-[var(--color-border)] text-xs text-[#ff3b3b]">
+            <span class="i-mynaui-x text-3"></span>
+        </button>
+    </div>
+</template>
\ No newline at end of file
diff --git a/app/components/ChatInput.vue b/app/components/ChatInput.vue
index 7db1406..f4f1437 100644
--- a/app/components/ChatInput.vue
+++ b/app/components/ChatInput.vue
@@ -1,4 +1,5 @@
 <script setup lang="ts">
+import type { BaseMessage } from '~/composables/useChat';
 import { onMounted, ref, watch } from 'vue';
 import type { ModelWithProvider, ProviderWithModels } from '~/composables/useModels';
 import type { Agent } from '~/composables/useAgents';
@@ -8,11 +9,25 @@ const { allModels } = useModels();
 const inputHeight: Ref<string> = ref('auto');
 const inputRef = ref<HTMLTextAreaElement | null>(null);
 let tempInput = '';
-const inputValue = defineModel<string>({ required: false, default: '' });
+const files = ref<{
+    id: string;
+    name: string;
+    mimeType: string;
+    status: 'pending' | 'uploaded';
+    url: string;
+}[]>([]);
+const inputValue = defineModel<BaseMessage>({ required: false, default: { content: '', fileIds: [] } });
+const textAreaValue = ref('');
+watch(textAreaValue, (newValue) => {
+    inputValue.value.content = newValue;
+});
+watch(files, (newFiles) => {
+    inputValue.value.fileIds = newFiles.map(f => f.id);
+});
 const triplit = useTriplitClient();
 
 const emit = defineEmits<{
-    submit: [value: string, model: ModelWithProvider | null];
+    submit: [value: BaseMessage, model: ModelWithProvider | null];
     cancel: [];
 }>();
 
@@ -78,9 +93,12 @@ const handleSubmit = () => {
         return;
     }
 
-    if (inputValue.value.trim()) {
+    console.log(inputValue.value);
+
+    if (inputValue.value.content.trim() || inputValue.value.fileIds.length > 0) {
         emit('submit', inputValue.value, selectedModel.value);
-        inputValue.value = '';
+        inputValue.value = { content: '', fileIds: [] };
+        textAreaValue.value = '';
     }
     // Reset height after sending
     if (inputRef.value) inputRef.value.style.height = 'auto';
@@ -97,8 +115,8 @@ const handleKeyDown = async (event: KeyboardEvent) => {
             if (cursorPosition === undefined) return;
             if (cursorPosition !== inputRef.value.selectionEnd) return;
 
-            inputValue.value =
-                inputValue.value.slice(0, cursorPosition) + '\n' + inputValue.value.slice(cursorPosition);
+            textAreaValue.value =
+                textAreaValue.value.slice(0, cursorPosition) + '\n' + textAreaValue.value.slice(cursorPosition);
             return;
         }
         event.preventDefault();
@@ -118,7 +136,7 @@ const handleWindowKeyDown = async (event: KeyboardEvent) => {
 
         if (isPrintable) {
             inputRef.value?.focus();
-        } else if (event.key === 'Enter') {
+        } else if (event.key === 'Enter' && !props.loading) {
             event.preventDefault();
             handleSubmit();
             inputRef.value?.focus();
@@ -127,7 +145,7 @@ const handleWindowKeyDown = async (event: KeyboardEvent) => {
     }
 };
 
-watch(inputValue, async () => {
+watch(textAreaValue, async () => {
     const textarea = inputRef.value;
     if (!textarea) return;
 
@@ -160,7 +178,7 @@ onBeforeMount(() => {
 });
 
 onMounted(() => {
-    inputValue.value = tempInput;
+    textAreaValue.value = tempInput;
     document.addEventListener('keydown', handleWindowKeyDown);
 });
 
@@ -173,10 +191,15 @@ onUnmounted(() => {
     <div :class="['w-full flex max-h-full', $attrs.class]">
         <div class="relative w-full flex flex-shrink-1 flex-col gap-3 p-2 rounded-2xl border transition-border ease-in-out duration-300 bg-[var(--bg-container)]
         border-[var(--color-border)] focus-within:border-[var(--color-border-active)]">
+            <div v-if="files.length > 0" class="flex-1 flex gap-2 max-w-full max-h-24 pt-2 px-2">
+                <!-- TODO: show attachment previews -->
+                <AttachmentPreview v-for="file in files" @delete="files = files.filter((f) => f.id !== file.id)"
+                    :key="file.id" :file="file" />
+            </div>
             <div class="flex-1 min-w-0 max-h-full">
                 <!-- Grammarly literally breaks everything, go fuck yourself -->
                 <!-- It is absolutely paramount that the closing tag for the textare has ZERO whitespace between the end of the textarea opening tag, otherwise there will be hydration errors -->
-                <textarea data-gramm="false" id="chat" v-model="inputValue" ref="inputRef"
+                <textarea data-gramm="false" id="chat" v-model="textAreaValue" ref="inputRef"
                     :placeholder="`Start something great. Press ${hasCommandKey ? '⌘ + Enter' : 'ctrl + Enter'} to insert a new line.`"
                     @keydown="handleKeyDown" :style="{ height: inputHeight }"
                     class="[scrollbar-width:none] w-full bg-transparent resize-none text-[0.95em] placeholder:text-[var(--text-tertiary)]"></textarea>
@@ -184,13 +207,16 @@ onUnmounted(() => {
 
             <div class="flex items-center justify-between gap-2">
                 <!-- TODO: since we dont want to model selector dropdown to potentially overflow, it has max-width: 100%, so, we need to maake the trigger large enough to fit the entire width of the dropdown -->
-                <div class="flex-1">
+                <div class="flex flex-1 gap-1">
                     <ModelSelector v-if="providers !== undefined" v-model="selectedModel" :providers="providers" />
+                    <FileSelector
+                        v-if="selectedModel && [...selectedModel.attributes.inputModalities].filter(p => p !== 'text').length > 0"
+                        v-model="files" />
                 </div>
-                <button aria-label="Send message" @click="handleSubmit" :disabled="!inputValue.trim() && !loading"
-                    :class="[
+                <button aria-label="Send message" @click="handleSubmit"
+                    :disabled="(!inputValue.content.trim() && files.length === 0) && !loading" :class="[
                         'h-8 w-8 rounded-xl transition-all duration-200 flex items-center justify-center disabled:cursor-not-allowed disabled:bg-transparent',
-                        inputValue.trim() && !loading
+                        (inputValue.content.trim() || files.length > 0) && !loading
                             ? 'bg-[var(--color-accent)] text-[var(--color-accent-text)] hover:bg-[var(--color-accent-hover)]'
                             : 'text-[var(--text-dim)]',
                         loading && 'bg-[var(--color-hover)] hover:bg-[var(--color-active)]',
diff --git a/app/components/FileSelector.vue b/app/components/FileSelector.vue
new file mode 100644
index 0000000..d9cf874
--- /dev/null
+++ b/app/components/FileSelector.vue
@@ -0,0 +1,119 @@
+<script setup lang="ts">
+import { nanoid } from 'nanoid';
+import { assert } from '~~/utils/assert';
+
+const { openDropdown, closeDropdown, dropdownState } = useDropdown();
+
+const inputRef = ref<HTMLInputElement | null>(null);
+const files = defineModel<{
+    id: string;
+    name: string;
+    mimeType: string;
+    status: 'pending' | 'uploaded';
+    url: string;
+}[]>({ required: false, default: [] });
+const rawFiles = ref<{
+    name: string;
+    type: string;
+    file: File;
+}[]>([]);
+
+const triplit = useTriplitClient();
+watch(rawFiles, async (newFiles, oldFiles) => {
+    const { user } = useAuth();
+    assert(user.value !== null);
+
+    const diff = newFiles.filter(f => !oldFiles.find(o => o.name === f.name));
+    if (diff.length === 0) return;
+
+    for (const file of diff) {
+        files.value.push({
+            id: nanoid(),
+            name: file.name,
+            mimeType: file.type,
+            status: 'pending',
+            url: URL.createObjectURL(file.file),
+        });
+    }
+
+    await Promise.all(diff.map(async file => {
+        const { url: uploadUrl, assetUrl } = await $fetch('/api/upload/presigned', {
+            method: 'POST',
+            body: JSON.stringify({
+                file: {
+                    name: file.name,
+                    mimeType: file.type,
+                }
+            }),
+        }) as { url: string; assetUrl: string };
+
+        const uploadResponse = await fetch(uploadUrl, {
+            method: 'PUT',
+            body: file.file,
+        });
+
+        assert(uploadResponse.ok, 'Failed to upload file');
+
+        await triplit.insert('files', {
+            id: files.value.find(f => f.name === file.name)!.id,
+            userId: user.value!.id,
+            name: file.name,
+            mimeType: file.type,
+            url: assetUrl,
+        })
+        files.value = files.value.map(f => {
+            if (f.name === file.name) {
+                return {
+                    ...f,
+                    status: 'uploaded',
+                };
+            }
+            return f;
+        });
+    }));
+})
+
+const toggleSelectorDropdown = (e: MouseEvent) => {
+    e.preventDefault();
+    e.stopPropagation();
+    if (inputRef.value === null) return;
+
+    if (dropdownState.open) {
+        closeDropdown();
+        return;
+    }
+
+    openDropdown(e, () => [
+        { label: "Upload file", icon: "i-mynaui-file-plus", onClick: () => inputRef.value?.click() },
+    ])
+};
+
+const handleFileChange = (e: Event) => {
+    const inputFiles = (e.target! as HTMLInputElement).files;
+    if (inputFiles === null) return;
+
+    console.log(inputFiles);
+
+    rawFiles.value = [...inputFiles].map(file => ({
+        name: file.name,
+        type: file.type,
+        file: file,
+    }));
+}
+
+onMounted(() => {
+    inputRef.value?.addEventListener('change', handleFileChange);
+});
+
+onUnmounted(() => {
+    inputRef.value?.removeEventListener('change', handleFileChange);
+});
+</script>
+
+<template>
+    <input ref="inputRef" type="file" multiple class="hidden" />
+    <button @click="toggleSelectorDropdown"
+        class="flex items-center justify-center h-8.5 w-8.5 hover:bg-[var(--color-hover)] rounded-lg transition-colors duration-200 ease-[cubic-bezier(0.5,_1,_0.89,_1)]">
+        <span class="pointer-events-none i-mynaui-paperclip text-5 text-[var(--text-secondary)]"></span>
+    </button>
+</template>
\ No newline at end of file
diff --git a/app/components/Message/User.vue b/app/components/Message/User.vue
index 8512bb5..7e8ef00 100644
--- a/app/components/Message/User.vue
+++ b/app/components/Message/User.vue
@@ -3,11 +3,21 @@ import type { Entity } from '@triplit/client';
 import type schema from '#triplit/schema';
 
 defineProps<{
-    message: Readonly<Entity<typeof schema, 'messages'>>;
+    message: Readonly<Entity<typeof schema, 'messages'> & { attachments: Entity<typeof schema, 'attachments'>[] }>;
 }>();
 </script>
 
 <template>
-    <MarkdownRenderer :finished="true" class="max-w-full bg-[var(--bg-container)] py-2 px-3 rounded-xl"
-        :content="message.content!" :id="message.id" />
+    <div class="flex flex-col gap-2 max-w-full bg-[var(--bg-container)] py-2 px-3 rounded-xl">
+        <MarkdownRenderer :finished="true" :content="message.content!" :id="message.id" />
+        <div v-if="message.attachments.length > 0" class="flex flex-col gap-2">
+            <div v-for="attachment in message.attachments" :key="attachment.id"
+                class="flex flex-wrap items-center gap-2">
+                <div
+                    class="flex-shrink-0 rounded-lg overflow-hidden bg-[var(--bg-surface)] flex items-center justify-center">
+                    <AttachmentDisplay :file="attachment" />
+                </div>
+            </div>
+        </div>
+    </div>
 </template>
diff --git a/app/composables/useChat.ts b/app/composables/useChat.ts
index f641cd9..0d232b6 100644
--- a/app/composables/useChat.ts
+++ b/app/composables/useChat.ts
@@ -1,21 +1,27 @@
 import type schema from "#triplit/schema";
 import type { Entity } from "@triplit/client";
-import type { ModelMessage } from "ai";
+import type { FilePart, ImagePart, ModelMessage } from "ai";
 import { nanoid } from "nanoid";
 import { decrypt, base64ToUint8Array } from "~/utils/crypto";
 import { type Result, Ok, Err, attempt } from "~~/types/result";
 import { assert } from "~~/utils/assert";
 
+export type BaseMessage = {
+    content: string;
+    fileIds: string[];
+}
+
 export type MessageEntity = Entity<typeof schema, 'messages'> & {
     parts: (Entity<typeof schema, 'message_parts'> & {
         toolCall: Entity<typeof schema, 'tool_calls'> | null
     })[] | undefined
 } & { generation: Entity<typeof schema, 'generations'> | null }
+    & { attachments: Entity<typeof schema, 'attachments'>[] }
 
 export type Message =
     MessageEntity & {
         children: (MessageEntity | undefined)[];
-    };
+    }
 
 export enum ChatErrorType {
     NoModel = 0,
@@ -67,10 +73,32 @@ export const useChat = (agentId: string) => {
         messages.forEach((message) => {
             switch (message.role) {
                 case 'user':
+                    const attachments = message.attachments.map(attachment => {
+                        if (attachment.mimeType.startsWith('image/')) {
+                            return {
+                                type: 'image',
+                                image: attachment.url,
+                            };
+                        }
+
+                        return {
+                            type: 'file',
+                            data: attachment.url,
+                            filename: attachment.name,
+                            mediaType: attachment.mimeType,
+                        };
+                    }) as (FilePart | ImagePart)[];
+
                     marshalledMessages.push({
                         role: 'user',
                         // TODO: when we have images or files, this is where we need to handle them
-                        content: message.content,
+                        content: [
+                            {
+                                type: 'text',
+                                text: message.content
+                            },
+                            ...attachments,
+                        ],
                     });
                     break;
                 case 'assistant':
@@ -243,7 +271,7 @@ export const useChat = (agentId: string) => {
     }
 
     const sendMessage = async (
-        message: string,
+        message: BaseMessage,
         topic: Entity<typeof schema, 'topics'>,
         topicMessages: MessageEntity[],
         agent: Entity<typeof schema, 'agents'>,
@@ -257,12 +285,28 @@ export const useChat = (agentId: string) => {
         }
 
         const messageId = nanoid();
+        const attachmentsPromise = message.fileIds.map(async fileId => {
+            const file = await triplit.fetchOne(triplit.query('files').Where('id', '=', fileId));
+            assert(file !== null);
+
+            return await triplit.insert('attachments', {
+                userId: user.value!.id,
+                topicId: topic.id,
+                messageId: messageId,
+                fileId: fileId,
+                name: file.name,
+                mimeType: file.mimeType,
+                url: file.url,
+                createdAt: file.createdAt,
+            })!;
+        });
+
         const newMessage = await triplit.insert('messages', {
             id: messageId,
             userId: user.value.id,
             topicId: topic.id,
             createdAt: new Date().toISOString(),
-            content: message,
+            content: message.content,
             role: 'user',
         }).catch(async error => {
             console.error('Failed to insert message:', error);
@@ -270,6 +314,10 @@ export const useChat = (agentId: string) => {
             return Err(ChatErrorType.DatabaseOperationFailed);
         }) as Message;
 
+        const attachments = await Promise.all(attachmentsPromise);
+
+        newMessage.attachments = attachments;
+
         const messages = marshallMessages(
             agent,
             topicMessages.concat(newMessage)
diff --git a/app/pages/agent/[id]/index.vue b/app/pages/agent/[id]/index.vue
index adecfdb..f4cbbac 100644
--- a/app/pages/agent/[id]/index.vue
+++ b/app/pages/agent/[id]/index.vue
@@ -1,10 +1,11 @@
 <script setup lang="ts">
+import type { BaseMessage } from '~/composables/useChat';
 import type { ModelWithProvider } from '~/composables/useModels';
 
 const triplit = useTriplitClient();
 
 const route = useRoute();
-const inputValue = ref('');
+const inputValue = ref<BaseMessage>({ content: '', fileIds: [] });
 const pendingMessage = ref<Message | null>(null);
 
 const { open: sidebarOpen, openSidebar } = useSidebar();
@@ -18,7 +19,7 @@ if (!agent.value) navigateTo('/');
 
 useHead({ title: `${agent.value!.name} | Veridian` });
 
-const handleSubmit = async (message: string, model: ModelWithProvider | null) => {
+const handleSubmit = async (message: BaseMessage, model: ModelWithProvider | null) => {
     if (!model) {
         console.error('No model selected');
         return;
@@ -34,7 +35,7 @@ const handleSubmit = async (message: string, model: ModelWithProvider | null) =>
         id: '',
         userId: user.value!.id,
         topicId: null,
-        content: message,
+        content: message.content,
         role: 'user',
         parts: [],
         generation: null,
@@ -42,6 +43,7 @@ const handleSubmit = async (message: string, model: ModelWithProvider | null) =>
         children: [],
         generationId: null,
         focusedIndex: null,
+        attachments: [],
         deleted: false,
         createdAt: new Date(),
     }
@@ -49,7 +51,7 @@ const handleSubmit = async (message: string, model: ModelWithProvider | null) =>
     const topic = await createTopic();
     if (!topic) throw new Error('Failed to create topic');
 
-    autoRename(topic.id, message);
+    autoRename(topic.id, message.content);
 
     await navigateTo(`/agent/${route.params.id}/topic/${topic.id}`);
 
@@ -62,14 +64,17 @@ const handleSubmit = async (message: string, model: ModelWithProvider | null) =>
             await navigateTo(`/agent/${route.params.id}`);
             await triplit.delete('topics', topic.id);
 
-            const chatInput = document.getElementById('chat') as HTMLInputElement;
-            if (chatInput) {
-                chatInput.value = message;
-                chatInput.dispatchEvent(new Event('input'));
-                nextTick(() => {
-                    chatInput.focus();
-                });
-            }
+            // const chatInput = document.getElementById('chat') as HTMLInputElement;
+            // if (chatInput) {
+            //     chatInput.value = message;
+            //     chatInput.dispatchEvent(new Event('input'));
+            //     nextTick(() => {
+            //         chatInput.focus();
+            //     });
+            // }
+            nextTick(() => {
+                inputValue.value = message;
+            });
         }
     });
 };
diff --git a/app/pages/agent/[id]/topic/[topicId].vue b/app/pages/agent/[id]/topic/[topicId].vue
index f2bf8d6..ae5ad8e 100644
--- a/app/pages/agent/[id]/topic/[topicId].vue
+++ b/app/pages/agent/[id]/topic/[topicId].vue
@@ -1,13 +1,14 @@
 <script setup lang="ts">
 import type schema from '#triplit/schema';
 import type { Entity } from '@triplit/client';
+import type { BaseMessage } from '~/composables/useChat';
 import type { ModelWithProvider } from '~/composables/useModels';
 
 const rootStart = Date.now();
 const triplit = useTriplitClient();
 
 const chatPaneWrapper = ref<HTMLElement | null>(null);
-const inputValue = ref('');
+const inputValue = ref<BaseMessage>({ content: '', fileIds: [] });
 const route = useRoute();
 const { sendMessage, regenerateMessage } = useChat(route.params.id as string);
 const { getAgent } = useAgents();
@@ -31,6 +32,13 @@ const messagesQuery = computed(() =>
         .Order('createdAt', 'ASC')
 );
 
+const attachmentsQuery = computed(() =>
+    triplit
+        .query('attachments')
+        .Where(['topicId', '=', route.params.topicId])
+        .Order('createdAt', 'ASC')
+);
+
 const partsQuery = computed(() =>
     triplit
         .query('message_parts')
@@ -48,11 +56,13 @@ const generationsQuery = computed(() =>
 const [
     { results: rawTopic, unsubscribe: unsubscribeTopic },
     { results: rawMessages, unsubscribe: unsubscribeMessages },
+    { results: rawAttachments, unsubscribe: unsubscribeAttachments },
     { results: rawParts, unsubscribe: unsubscribeParts },
     { results: rawGenerations, unsubscribe: unsubscribeGenerations }
 ] = await Promise.all([
     useQuery('topic', triplit, topicQuery),
     useQuery('messages', triplit, messagesQuery),
+    useQuery('attachments', triplit, attachmentsQuery),
     useQuery('parts', triplit, partsQuery),
     useQuery('generations', triplit, generationsQuery),
 ]);
@@ -62,6 +72,7 @@ const topic = computed(() => {
 
     const messagesMap = new Map();
     const partsByMessage = new Map<string, Entity<typeof schema, 'message_parts'>[]>();
+    const attachmentsByMessage = new Map<string, Entity<typeof schema, 'attachments'>[]>();
 
     // Group parts by message ID once
     if (rawParts.value) {
@@ -75,6 +86,15 @@ const topic = computed(() => {
         }
     }
 
+    if (rawAttachments.value) {
+        for (const attachment of rawAttachments.value) {
+            if (!attachmentsByMessage.has(attachment.messageId)) {
+                attachmentsByMessage.set(attachment.messageId, []);
+            }
+            attachmentsByMessage.get(attachment.messageId)!.push(attachment);
+        }
+    }
+
     const generationsMap = new Map(
         rawGenerations.value?.map(g => [g.id, g]) ?? []
     );
@@ -83,6 +103,7 @@ const topic = computed(() => {
     for (const msg of rawMessages.value) {
         messagesMap.set(msg.id, {
             ...msg,
+            attachments: attachmentsByMessage.get(msg.id) ?? [],
             parts: partsByMessage.get(msg.id) ?? [],
             children: [],
             generation: generationsMap.get(msg.generationId!) ?? null
@@ -112,7 +133,7 @@ watch(() => topic.value?.name, (newTopicName) => {
     }
 }, { immediate: true });
 
-const submitMessage = async (message: string, model: ModelWithProvider | null) => {
+const submitMessage = async (message: BaseMessage, model: ModelWithProvider | null) => {
     if (!model) {
         console.error('No model selected');
         return;
@@ -354,6 +375,7 @@ console.log("full page render took", Date.now() - rootStart);
 onUnmounted(() => {
     unsubscribeTopic?.();
     unsubscribeMessages?.();
+    unsubscribeAttachments?.();
     unsubscribeParts?.();
     unsubscribeGenerations?.();
 });
diff --git a/app/pages/index.vue b/app/pages/index.vue
index 9ca3144..0b1e2ce 100644
--- a/app/pages/index.vue
+++ b/app/pages/index.vue
@@ -1,5 +1,6 @@
 <script setup lang="ts">
 import { assert } from '~~/utils/assert';
+import type { BaseMessage } from '~/composables/useChat';
 import type { Agent } from '~/composables/useAgents';
 
 const triplit = useTriplitClient();
@@ -8,6 +9,8 @@ const { open: sidebarOpen, openSidebar } = useSidebar();
 const { agents, createAgent } = useAgents();
 const { providers, getFirstAvailableModel, allModels } = useModels();
 
+const inputValue = ref<BaseMessage>({ content: '', fileIds: [] });
+
 const taglines = {
     morning: [
         'crush your goals before breakfast',
@@ -77,7 +80,7 @@ const agent = computed(() => {
     return agents.value?.[0] ?? null;
 });
 
-const handleChatSubmit = async (message: string, model: ModelWithProvider | null) => {
+const handleChatSubmit = async (message: BaseMessage, model: ModelWithProvider | null) => {
     console.log('Message submitted:', message, agents);
     let agent: Agent | null = agents.value?.[0] ?? null;
     if (!agent) {
@@ -110,7 +113,7 @@ const handleChatSubmit = async (message: string, model: ModelWithProvider | null
 
     await navigateTo(`/agent/${agent.id}/topic/${topic.id}`);
 
-    autoRename(topic.id, message);
+    autoRename(topic.id, message.content);
 
     return sendMessage(message, topic, [], agent, model.provider, model).then(async res => {
         if (res.ok === false) {
@@ -118,15 +121,17 @@ const handleChatSubmit = async (message: string, model: ModelWithProvider | null
             await navigateTo(`/agent/${agent.id}`);
             await triplit.delete('topics', topic.id);
 
-            const chatInput = document.getElementById('chat') as HTMLInputElement;
-
-            if (chatInput) {
-                chatInput.value = message;
-                chatInput.dispatchEvent(new Event('input'));
-                nextTick(() => {
-                    chatInput.focus();
-                });
-            }
+            // const chatInput = document.getElementById('chat') as HTMLInputElement;
+            // if (chatInput) {
+            //     chatInput.value = message;
+            //     chatInput.dispatchEvent(new Event('input'));
+            //     nextTick(() => {
+            //         chatInput.focus();
+            //     });
+            // }
+            nextTick(() => {
+                inputValue.value = message;
+            });
         }
     });
 };
@@ -173,8 +178,8 @@ onUnmounted(() => {
             </h1>
             <div class="max-w-4xl h-full w-full">
                 <!-- TODO: view transitions have caused me issues with the page flashing with no content (so just a black or white screen depending on the theme) so I have disabled them for now.  -->
-                <ChatInput class="[view-transition-name:chat-prompt] duration-150 ease-in-out" :agent="agent"
-                    :providers="providers" @submit="handleChatSubmit" />
+                <ChatInput v-model="inputValue" class="[view-transition-name:chat-prompt] duration-150 ease-in-out"
+                    :agent="agent" :providers="providers" @submit="handleChatSubmit" />
             </div>
         </div>
     </div>
diff --git a/app/pages/test.vue b/app/pages/test.vue
index af9fa97..4b40e8e 100644
--- a/app/pages/test.vue
+++ b/app/pages/test.vue
@@ -1,3 +1,32 @@
-<template>
+<script setup lang="ts">
+const uploadFile = async () => {
+    const fileInput = document.querySelector('input[type="file"]') as HTMLInputElement;
+    if (!fileInput?.files?.[0]) return;
 
+    const file = fileInput.files[0];
+    const mimeType = file.type || 'application/octet-stream';
+
+    const { url } = await $fetch('/api/upload/presigned', {
+        method: 'POST',
+        body: {
+            file: {
+                name: file.name,
+                mimeType: mimeType,
+            }
+        },
+    });
+
+    const res = await fetch(url, {
+        method: 'PUT',
+        body: file,
+        headers: {
+            'Content-Type': mimeType,
+        }
+    });
+}
+</script>
+
+<template>
+    <input type="file" />
+    <button @click="uploadFile">Upload</button>
 </template>
\ No newline at end of file
diff --git a/bun.lock b/bun.lock
index d67f403..c8858dc 100644
--- a/bun.lock
+++ b/bun.lock
@@ -1,5 +1,6 @@
 {
   "lockfileVersion": 1,
+  "configVersion": 0,
   "workspaces": {
     "": {
       "name": "veridian",
@@ -8,6 +9,8 @@
         "@ai-sdk/cohere": "^3.0.21",
         "@ai-sdk/google": "^3.0.29",
         "@ai-sdk/openai-compatible": "^2.0.30",
+        "@aws-sdk/client-s3": "^3.1000.0",
+        "@aws-sdk/s3-request-presigner": "^3.1000.0",
         "@daveyplate/better-auth-triplit": "^0.2.2",
         "@iconify-json/mynaui": "^1.2.17",
         "@nuxt/fonts": "0.14.0",
@@ -90,6 +93,90 @@
 
     "@apm-js-collab/tracing-hooks": ["@apm-js-collab/tracing-hooks@0.3.1", "", { "dependencies": { "@apm-js-collab/code-transformer": "^0.8.0", "debug": "^4.4.1", "module-details-from-path": "^1.0.4" } }, "sha512-Vu1CbmPURlN5fTboVuKMoJjbO5qcq9fA5YXpskx3dXe/zTBvjODFoerw+69rVBlRLrJpwPqSDqEuJDEKIrTldw=="],
 
+    "@aws-crypto/crc32": ["@aws-crypto/crc32@5.2.0", "", { "dependencies": { "@aws-crypto/util": "^5.2.0", "@aws-sdk/types": "^3.222.0", "tslib": "^2.6.2" } }, "sha512-nLbCWqQNgUiwwtFsen1AdzAtvuLRsQS8rYgMuxCrdKf9kOssamGLuPwyTY9wyYblNr9+1XM8v6zoDTPPSIeANg=="],
+
+    "@aws-crypto/crc32c": ["@aws-crypto/crc32c@5.2.0", "", { "dependencies": { "@aws-crypto/util": "^5.2.0", "@aws-sdk/types": "^3.222.0", "tslib": "^2.6.2" } }, "sha512-+iWb8qaHLYKrNvGRbiYRHSdKRWhto5XlZUEBwDjYNf+ly5SVYG6zEoYIdxvf5R3zyeP16w4PLBn3rH1xc74Rag=="],
+
+    "@aws-crypto/sha1-browser": ["@aws-crypto/sha1-browser@5.2.0", "", { "dependencies": { "@aws-crypto/supports-web-crypto": "^5.2.0", "@aws-crypto/util": "^5.2.0", "@aws-sdk/types": "^3.222.0", "@aws-sdk/util-locate-window": "^3.0.0", "@smithy/util-utf8": "^2.0.0", "tslib": "^2.6.2" } }, "sha512-OH6lveCFfcDjX4dbAvCFSYUjJZjDr/3XJ3xHtjn3Oj5b9RjojQo8npoLeA/bNwkOkrSQ0wgrHzXk4tDRxGKJeg=="],
+
+    "@aws-crypto/sha256-browser": ["@aws-crypto/sha256-browser@5.2.0", "", { "dependencies": { "@aws-crypto/sha256-js": "^5.2.0", "@aws-crypto/supports-web-crypto": "^5.2.0", "@aws-crypto/util": "^5.2.0", "@aws-sdk/types": "^3.222.0", "@aws-sdk/util-locate-window": "^3.0.0", "@smithy/util-utf8": "^2.0.0", "tslib": "^2.6.2" } }, "sha512-AXfN/lGotSQwu6HNcEsIASo7kWXZ5HYWvfOmSNKDsEqC4OashTp8alTmaz+F7TC2L083SFv5RdB+qU3Vs1kZqw=="],
+
+    "@aws-crypto/sha256-js": ["@aws-crypto/sha256-js@5.2.0", "", { "dependencies": { "@aws-crypto/util": "^5.2.0", "@aws-sdk/types": "^3.222.0", "tslib": "^2.6.2" } }, "sha512-FFQQyu7edu4ufvIZ+OadFpHHOt+eSTBaYaki44c+akjg7qZg9oOQeLlk77F6tSYqjDAFClrHJk9tMf0HdVyOvA=="],
+
+    "@aws-crypto/supports-web-crypto": ["@aws-crypto/supports-web-crypto@5.2.0", "", { "dependencies": { "tslib": "^2.6.2" } }, "sha512-iAvUotm021kM33eCdNfwIN//F77/IADDSs58i+MDaOqFrVjZo9bAal0NK7HurRuWLLpF1iLX7gbWrjHjeo+YFg=="],
+
+    "@aws-crypto/util": ["@aws-crypto/util@5.2.0", "", { "dependencies": { "@aws-sdk/types": "^3.222.0", "@smithy/util-utf8": "^2.0.0", "tslib": "^2.6.2" } }, "sha512-4RkU9EsI6ZpBve5fseQlGNUWKMa1RLPQ1dnjnQoe07ldfIzcsGb5hC5W0Dm7u423KWzawlrpbjXBrXCEv9zazQ=="],
+
+    "@aws-sdk/client-s3": ["@aws-sdk/client-s3@3.1000.0", "", { "dependencies": { "@aws-crypto/sha1-browser": "5.2.0", "@aws-crypto/sha256-browser": "5.2.0", "@aws-crypto/sha256-js": "5.2.0", "@aws-sdk/core": "^3.973.15", "@aws-sdk/credential-provider-node": "^3.972.14", "@aws-sdk/middleware-bucket-endpoint": "^3.972.6", "@aws-sdk/middleware-expect-continue": "^3.972.6", "@aws-sdk/middleware-flexible-checksums": "^3.973.1", "@aws-sdk/middleware-host-header": "^3.972.6", "@aws-sdk/middleware-location-constraint": "^3.972.6", "@aws-sdk/middleware-logger": "^3.972.6", "@aws-sdk/middleware-recursion-detection": "^3.972.6", "@aws-sdk/middleware-sdk-s3": "^3.972.15", "@aws-sdk/middleware-ssec": "^3.972.6", "@aws-sdk/middleware-user-agent": "^3.972.15", "@aws-sdk/region-config-resolver": "^3.972.6", "@aws-sdk/signature-v4-multi-region": "^3.996.3", "@aws-sdk/types": "^3.973.4", "@aws-sdk/util-endpoints": "^3.996.3", "@aws-sdk/util-user-agent-browser": "^3.972.6", "@aws-sdk/util-user-agent-node": "^3.973.0", "@smithy/config-resolver": "^4.4.9", "@smithy/core": "^3.23.6", "@smithy/eventstream-serde-browser": "^4.2.10", "@smithy/eventstream-serde-config-resolver": "^4.3.10", "@smithy/eventstream-serde-node": "^4.2.10", "@smithy/fetch-http-handler": "^5.3.11", "@smithy/hash-blob-browser": "^4.2.11", "@smithy/hash-node": "^4.2.10", "@smithy/hash-stream-node": "^4.2.10", "@smithy/invalid-dependency": "^4.2.10", "@smithy/md5-js": "^4.2.10", "@smithy/middleware-content-length": "^4.2.10", "@smithy/middleware-endpoint": "^4.4.20", "@smithy/middleware-retry": "^4.4.37", "@smithy/middleware-serde": "^4.2.11", "@smithy/middleware-stack": "^4.2.10", "@smithy/node-config-provider": "^4.3.10", "@smithy/node-http-handler": "^4.4.12", "@smithy/protocol-http": "^5.3.10", "@smithy/smithy-client": "^4.12.0", "@smithy/types": "^4.13.0", "@smithy/url-parser": "^4.2.10", "@smithy/util-base64": "^4.3.1", "@smithy/util-body-length-browser": "^4.2.1", "@smithy/util-body-length-node": "^4.2.2", "@smithy/util-defaults-mode-browser": "^4.3.36", "@smithy/util-defaults-mode-node": "^4.2.39", "@smithy/util-endpoints": "^3.3.1", "@smithy/util-middleware": "^4.2.10", "@smithy/util-retry": "^4.2.10", "@smithy/util-stream": "^4.5.15", "@smithy/util-utf8": "^4.2.1", "@smithy/util-waiter": "^4.2.10", "tslib": "^2.6.2" } }, "sha512-7kPy33qNGq3NfwHC0412T6LDK1bp4+eiPzetX0sVd9cpTSXuQDKpoOFnB0Njj6uZjJDcLS3n2OeyarwwgkQ0Ow=="],
+
+    "@aws-sdk/core": ["@aws-sdk/core@3.973.15", "", { "dependencies": { "@aws-sdk/types": "^3.973.4", "@aws-sdk/xml-builder": "^3.972.8", "@smithy/core": "^3.23.6", "@smithy/node-config-provider": "^4.3.10", "@smithy/property-provider": "^4.2.10", "@smithy/protocol-http": "^5.3.10", "@smithy/signature-v4": "^5.3.10", "@smithy/smithy-client": "^4.12.0", "@smithy/types": "^4.13.0", "@smithy/util-base64": "^4.3.1", "@smithy/util-middleware": "^4.2.10", "@smithy/util-utf8": "^4.2.1", "tslib": "^2.6.2" } }, "sha512-AlC0oQ1/mdJ8vCIqu524j5RB7M8i8E24bbkZmya1CuiQxkY7SdIZAyw7NDNMGaNINQFq/8oGRMX0HeOfCVsl/A=="],
+
+    "@aws-sdk/crc64-nvme": ["@aws-sdk/crc64-nvme@3.972.3", "", { "dependencies": { "@smithy/types": "^4.13.0", "tslib": "^2.6.2" } }, "sha512-UExeK+EFiq5LAcbHm96CQLSia+5pvpUVSAsVApscBzayb7/6dJBJKwV4/onsk4VbWSmqxDMcfuTD+pC4RxgZHg=="],
+
+    "@aws-sdk/credential-provider-env": ["@aws-sdk/credential-provider-env@3.972.13", "", { "dependencies": { "@aws-sdk/core": "^3.973.15", "@aws-sdk/types": "^3.973.4", "@smithy/property-provider": "^4.2.10", "@smithy/types": "^4.13.0", "tslib": "^2.6.2" } }, "sha512-6ljXKIQ22WFKyIs1jbORIkGanySBHaPPTOI4OxACP5WXgbcR0nDYfqNJfXEGwCK7IzHdNbCSFsNKKs0qCexR8Q=="],
+
+    "@aws-sdk/credential-provider-http": ["@aws-sdk/credential-provider-http@3.972.15", "", { "dependencies": { "@aws-sdk/core": "^3.973.15", "@aws-sdk/types": "^3.973.4", "@smithy/fetch-http-handler": "^5.3.11", "@smithy/node-http-handler": "^4.4.12", "@smithy/property-provider": "^4.2.10", "@smithy/protocol-http": "^5.3.10", "@smithy/smithy-client": "^4.12.0", "@smithy/types": "^4.13.0", "@smithy/util-stream": "^4.5.15", "tslib": "^2.6.2" } }, "sha512-dJuSTreu/T8f24SHDNTjd7eQ4rabr0TzPh2UTCwYexQtzG3nTDKm1e5eIdhiroTMDkPEJeY+WPkA6F9wod/20A=="],
+
+    "@aws-sdk/credential-provider-ini": ["@aws-sdk/credential-provider-ini@3.972.13", "", { "dependencies": { "@aws-sdk/core": "^3.973.15", "@aws-sdk/credential-provider-env": "^3.972.13", "@aws-sdk/credential-provider-http": "^3.972.15", "@aws-sdk/credential-provider-login": "^3.972.13", "@aws-sdk/credential-provider-process": "^3.972.13", "@aws-sdk/credential-provider-sso": "^3.972.13", "@aws-sdk/credential-provider-web-identity": "^3.972.13", "@aws-sdk/nested-clients": "^3.996.3", "@aws-sdk/types": "^3.973.4", "@smithy/credential-provider-imds": "^4.2.10", "@smithy/property-provider": "^4.2.10", "@smithy/shared-ini-file-loader": "^4.4.5", "@smithy/types": "^4.13.0", "tslib": "^2.6.2" } }, "sha512-JKSoGb7XeabZLBJptpqoZIFbROUIS65NuQnEHGOpuT9GuuZwag2qciKANiDLFiYk4u8nSrJC9JIOnWKVvPVjeA=="],
+
+    "@aws-sdk/credential-provider-login": ["@aws-sdk/credential-provider-login@3.972.13", "", { "dependencies": { "@aws-sdk/core": "^3.973.15", "@aws-sdk/nested-clients": "^3.996.3", "@aws-sdk/types": "^3.973.4", "@smithy/property-provider": "^4.2.10", "@smithy/protocol-http": "^5.3.10", "@smithy/shared-ini-file-loader": "^4.4.5", "@smithy/types": "^4.13.0", "tslib": "^2.6.2" } }, "sha512-RtYcrxdnJHKY8MFQGLltCURcjuMjnaQpAxPE6+/QEdDHHItMKZgabRe/KScX737F9vJMQsmJy9EmMOkCnoC1JQ=="],
+
+    "@aws-sdk/credential-provider-node": ["@aws-sdk/credential-provider-node@3.972.14", "", { "dependencies": { "@aws-sdk/credential-provider-env": "^3.972.13", "@aws-sdk/credential-provider-http": "^3.972.15", "@aws-sdk/credential-provider-ini": "^3.972.13", "@aws-sdk/credential-provider-process": "^3.972.13", "@aws-sdk/credential-provider-sso": "^3.972.13", "@aws-sdk/credential-provider-web-identity": "^3.972.13", "@aws-sdk/types": "^3.973.4", "@smithy/credential-provider-imds": "^4.2.10", "@smithy/property-provider": "^4.2.10", "@smithy/shared-ini-file-loader": "^4.4.5", "@smithy/types": "^4.13.0", "tslib": "^2.6.2" } }, "sha512-WqoC2aliIjQM/L3oFf6j+op/enT2i9Cc4UTxxMEKrJNECkq4/PlKE5BOjSYFcq6G9mz65EFbXJh7zOU4CvjSKQ=="],
+
+    "@aws-sdk/credential-provider-process": ["@aws-sdk/credential-provider-process@3.972.13", "", { "dependencies": { "@aws-sdk/core": "^3.973.15", "@aws-sdk/types": "^3.973.4", "@smithy/property-provider": "^4.2.10", "@smithy/shared-ini-file-loader": "^4.4.5", "@smithy/types": "^4.13.0", "tslib": "^2.6.2" } }, "sha512-rsRG0LQA4VR+jnDyuqtXi2CePYSmfm5GNL9KxiW8DSe25YwJSr06W8TdUfONAC+rjsTI+aIH2rBGG5FjMeANrw=="],
+
+    "@aws-sdk/credential-provider-sso": ["@aws-sdk/credential-provider-sso@3.972.13", "", { "dependencies": { "@aws-sdk/core": "^3.973.15", "@aws-sdk/nested-clients": "^3.996.3", "@aws-sdk/token-providers": "3.999.0", "@aws-sdk/types": "^3.973.4", "@smithy/property-provider": "^4.2.10", "@smithy/shared-ini-file-loader": "^4.4.5", "@smithy/types": "^4.13.0", "tslib": "^2.6.2" } }, "sha512-fr0UU1wx8kNHDhTQBXioc/YviSW8iXuAxHvnH7eQUtn8F8o/FU3uu6EUMvAQgyvn7Ne5QFnC0Cj0BFlwCk+RFw=="],
+
+    "@aws-sdk/credential-provider-web-identity": ["@aws-sdk/credential-provider-web-identity@3.972.13", "", { "dependencies": { "@aws-sdk/core": "^3.973.15", "@aws-sdk/nested-clients": "^3.996.3", "@aws-sdk/types": "^3.973.4", "@smithy/property-provider": "^4.2.10", "@smithy/shared-ini-file-loader": "^4.4.5", "@smithy/types": "^4.13.0", "tslib": "^2.6.2" } }, "sha512-a6iFMh1pgUH0TdcouBppLJUfPM7Yd3R9S1xFodPtCRoLqCz2RQFA3qjA8x4112PVYXEd4/pHX2eihapq39w0rA=="],
+
+    "@aws-sdk/middleware-bucket-endpoint": ["@aws-sdk/middleware-bucket-endpoint@3.972.6", "", { "dependencies": { "@aws-sdk/types": "^3.973.4", "@aws-sdk/util-arn-parser": "^3.972.2", "@smithy/node-config-provider": "^4.3.10", "@smithy/protocol-http": "^5.3.10", "@smithy/types": "^4.13.0", "@smithy/util-config-provider": "^4.2.1", "tslib": "^2.6.2" } }, "sha512-3H2bhvb7Cb/S6WFsBy/Dy9q2aegC9JmGH1inO8Lb2sWirSqpLJlZmvQHPE29h2tIxzv6el/14X/tLCQ8BQU6ZQ=="],
+
+    "@aws-sdk/middleware-expect-continue": ["@aws-sdk/middleware-expect-continue@3.972.6", "", { "dependencies": { "@aws-sdk/types": "^3.973.4", "@smithy/protocol-http": "^5.3.10", "@smithy/types": "^4.13.0", "tslib": "^2.6.2" } }, "sha512-QMdffpU+GkSGC+bz6WdqlclqIeCsOfgX8JFZ5xvwDtX+UTj4mIXm3uXu7Ko6dBseRcJz1FA6T9OmlAAY6JgJUg=="],
+
+    "@aws-sdk/middleware-flexible-checksums": ["@aws-sdk/middleware-flexible-checksums@3.973.1", "", { "dependencies": { "@aws-crypto/crc32": "5.2.0", "@aws-crypto/crc32c": "5.2.0", "@aws-crypto/util": "5.2.0", "@aws-sdk/core": "^3.973.15", "@aws-sdk/crc64-nvme": "^3.972.3", "@aws-sdk/types": "^3.973.4", "@smithy/is-array-buffer": "^4.2.1", "@smithy/node-config-provider": "^4.3.10", "@smithy/protocol-http": "^5.3.10", "@smithy/types": "^4.13.0", "@smithy/util-middleware": "^4.2.10", "@smithy/util-stream": "^4.5.15", "@smithy/util-utf8": "^4.2.1", "tslib": "^2.6.2" } }, "sha512-QLXsxsI6VW8LuGK+/yx699wzqP/NMCGk/hSGP+qtB+Lcff+23UlbahyouLlk+nfT7Iu021SkXBhnAuVd6IZcPw=="],
+
+    "@aws-sdk/middleware-host-header": ["@aws-sdk/middleware-host-header@3.972.6", "", { "dependencies": { "@aws-sdk/types": "^3.973.4", "@smithy/protocol-http": "^5.3.10", "@smithy/types": "^4.13.0", "tslib": "^2.6.2" } }, "sha512-5XHwjPH1lHB+1q4bfC7T8Z5zZrZXfaLcjSMwTd1HPSPrCmPFMbg3UQ5vgNWcVj0xoX4HWqTGkSf2byrjlnRg5w=="],
+
+    "@aws-sdk/middleware-location-constraint": ["@aws-sdk/middleware-location-constraint@3.972.6", "", { "dependencies": { "@aws-sdk/types": "^3.973.4", "@smithy/types": "^4.13.0", "tslib": "^2.6.2" } }, "sha512-XdZ2TLwyj3Am6kvUc67vquQvs6+D8npXvXgyEUJAdkUDx5oMFJKOqpK+UpJhVDsEL068WAJl2NEGzbSik7dGJQ=="],
+
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+    "@smithy/util-retry": ["@smithy/util-retry@4.2.10", "", { "dependencies": { "@smithy/service-error-classification": "^4.2.10", "@smithy/types": "^4.13.0", "tslib": "^2.6.2" } }, "sha512-HrBzistfpyE5uqTwiyLsFHscgnwB0kgv8vySp7q5kZ0Eltn/tjosaSGGDj/jJ9ys7pWzIP/icE2d+7vMKXLv7A=="],
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+    "@smithy/util-stream": ["@smithy/util-stream@4.5.15", "", { "dependencies": { "@smithy/fetch-http-handler": "^5.3.11", "@smithy/node-http-handler": "^4.4.12", "@smithy/types": "^4.13.0", "@smithy/util-base64": "^4.3.1", "@smithy/util-buffer-from": "^4.2.1", "@smithy/util-hex-encoding": "^4.2.1", "@smithy/util-utf8": "^4.2.1", "tslib": "^2.6.2" } }, "sha512-OlOKnaqnkU9X+6wEkd7mN+WB7orPbCVDauXOj22Q7VtiTkvy7ZdSsOg4QiNAZMgI4OkvNf+/VLUC3VXkxuWJZw=="],
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+    "@smithy/util-uri-escape": ["@smithy/util-uri-escape@4.2.1", "", { "dependencies": { "tslib": "^2.6.2" } }, "sha512-YmiUDn2eo2IOiWYYvGQkgX5ZkBSiTQu4FlDo5jNPpAxng2t6Sjb6WutnZV9l6VR4eJul1ABmCrnWBC9hKHQa6Q=="],
+
+    "@smithy/util-utf8": ["@smithy/util-utf8@4.2.1", "", { "dependencies": { "@smithy/util-buffer-from": "^4.2.1", "tslib": "^2.6.2" } }, "sha512-DSIwNaWtmzrNQHv8g7DBGR9mulSit65KSj5ymGEIAknmIN8IpbZefEep10LaMG/P/xquwbmJ1h9ectz8z6mV6g=="],
+
+    "@smithy/util-waiter": ["@smithy/util-waiter@4.2.10", "", { "dependencies": { "@smithy/abort-controller": "^4.2.10", "@smithy/types": "^4.13.0", "tslib": "^2.6.2" } }, "sha512-4eTWph/Lkg1wZEDAyObwme0kmhEb7J/JjibY2znJdrYRgKbKqB7YoEhhJVJ4R1g/SYih4zuwX7LpJaM8RsnTVg=="],
+
+    "@smithy/uuid": ["@smithy/uuid@1.1.1", "", { "dependencies": { "tslib": "^2.6.2" } }, "sha512-dSfDCeihDmZlV2oyr0yWPTUfh07suS+R5OB+FZGiv/hHyK3hrFBW5rR1UYjfa57vBsrP9lciFkRPzebaV1Qujw=="],
+
     "@speed-highlight/core": ["@speed-highlight/core@1.2.14", "", {}, "sha512-G4ewlBNhUtlLvrJTb88d2mdy2KRijzs4UhnlrOSRT4bmjh/IqNElZa3zkrZ+TC47TwtlDWzVLFADljF1Ijp5hA=="],
 
     "@standard-schema/spec": ["@standard-schema/spec@1.1.0", "", {}, "sha512-l2aFy5jALhniG5HgqrD6jXLi/rUWrKvqN/qJx6yoJsgKhblVd+iqqU4RCXavm/jPityDo5TCvKMnpjKnOriy0w=="],
@@ -1032,6 +1221,8 @@
 
     "boolbase": ["boolbase@1.0.0", "", {}, "sha512-JZOSA7Mo9sNGB8+UjSgzdLtokWAky1zbztM3WRLCbZ70/3cTANmQmOdR7y2g+J0e2WXywy1yS468tY+IruqEww=="],
 
+    "bowser": ["bowser@2.14.1", "", {}, "sha512-tzPjzCxygAKWFOJP011oxFHs57HzIhOEracIgAePE4pqB3LikALKnSzUyU4MGs9/iCEUuHlAJTjTc5M+u7YEGg=="],
+
     "brace-expansion": ["brace-expansion@5.0.2", "", { "dependencies": { "balanced-match": "^4.0.2" } }, "sha512-Pdk8c9poy+YhOgVWw1JNN22/HcivgKWwpxKq04M/jTmHyCZn12WPJebZxdjSa5TmBqISrUSgNYU3eRORljfCCw=="],
 
     "braces": ["braces@3.0.3", "", { "dependencies": { "fill-range": "^7.1.1" } }, "sha512-yQbXgO/OSZVD2IsiLlro+7Hf6Q18EJrKSEsdoMzKePKXct3gvD8oLcOQdIzGupr5Fj+EDe8gO/lxc1BzfMpxvA=="],
@@ -1294,6 +1485,8 @@
 
     "fast-uri": ["fast-uri@3.1.0", "", {}, "sha512-iPeeDKJSWf4IEOasVVrknXpaBV0IApz/gp7S2bb7Z4Lljbl2MGJRqInZiUrQwV16cpzw/D3S5j5Julj/gT52AA=="],
 
+    "fast-xml-parser": ["fast-xml-parser@5.3.6", "", { "dependencies": { "strnum": "^2.1.2" }, "bin": { "fxparser": "src/cli/cli.js" } }, "sha512-QNI3sAvSvaOiaMl8FYU4trnEzCwiRr8XMWgAHzlrWpTSj+QaCSvOf1h82OEP1s4hiAXhnbXSyFWCf4ldZzZRVA=="],
+
     "fastq": ["fastq@1.20.1", "", { "dependencies": { "reusify": "^1.0.4" } }, "sha512-GGToxJ/w1x32s/D2EKND7kTil4n8OVk/9mycTc4VDza13lOvpUZTGX3mFSCtV9ksdGBVzvsyAVLM6mHFThxXxw=="],
 
     "fd-package-json": ["fd-package-json@2.0.0", "", { "dependencies": { "walk-up-path": "^4.0.0" } }, "sha512-jKmm9YtsNXN789RS/0mSzOC1NUq9mkVd65vbSSVsKdjGvYXBuE4oWe2QOEoFeRmJg+lPuZxpmrfFclNhoRMneQ=="],
@@ -2114,6 +2307,8 @@
 
     "strip-literal": ["strip-literal@3.1.0", "", { "dependencies": { "js-tokens": "^9.0.1" } }, "sha512-8r3mkIM/2+PpjHoOtiAW8Rg3jJLHaV7xPwG+YRGrv6FP0wwk/toTpATxWYOW0BKdWwl82VT2tFYi5DlROa0Mxg=="],
 
+    "strnum": ["strnum@2.1.2", "", {}, "sha512-l63NF9y/cLROq/yqKXSLtcMeeyOfnSQlfMSlzFt/K73oIaD8DGaQWd7Z34X9GPiKqP5rbSh84Hl4bOlLcjiSrQ=="],
+
     "structured-clone-es": ["structured-clone-es@1.0.0", "", {}, "sha512-FL8EeKFFyNQv5cMnXI31CIMCsFarSVI2bF0U0ImeNE3g/F1IvJQyqzOXxPBRXiwQfyBTlbNe88jh1jFW0O/jiQ=="],
 
     "stylehacks": ["stylehacks@7.0.7", "", { "dependencies": { "browserslist": "^4.27.0", "postcss-selector-parser": "^7.1.0" }, "peerDependencies": { "postcss": "^8.4.32" } }, "sha512-bJkD0JkEtbRrMFtwgpJyBbFIwfDDONQ1Ov3sDLZQP8HuJ73kBOyx66H4bOcAbVWmnfLdvQ0AJwXxOMkpujcO6g=="],
@@ -2338,6 +2533,12 @@
 
     "@apm-js-collab/tracing-hooks/debug": ["debug@4.4.3", "", { "dependencies": { "ms": "^2.1.3" } }, "sha512-RGwwWnwQvkVfavKVt22FGLw+xYSdzARwm0ru6DhTVA3umU5hZc28V3kO4stgYryrTlLpuvgI9GiijltAjNbcqA=="],
 
+    "@aws-crypto/sha1-browser/@smithy/util-utf8": ["@smithy/util-utf8@2.3.0", "", { "dependencies": { "@smithy/util-buffer-from": "^2.2.0", "tslib": "^2.6.2" } }, "sha512-R8Rdn8Hy72KKcebgLiv8jQcQkXoLMOGGv5uI1/k0l+snqkOzQ1R0ChUBCxWMlBsFMekWjq0wRudIweFs7sKT5A=="],
+
+    "@aws-crypto/sha256-browser/@smithy/util-utf8": ["@smithy/util-utf8@2.3.0", "", { "dependencies": { "@smithy/util-buffer-from": "^2.2.0", "tslib": "^2.6.2" } }, "sha512-R8Rdn8Hy72KKcebgLiv8jQcQkXoLMOGGv5uI1/k0l+snqkOzQ1R0ChUBCxWMlBsFMekWjq0wRudIweFs7sKT5A=="],
+
+    "@aws-crypto/util/@smithy/util-utf8": ["@smithy/util-utf8@2.3.0", "", { "dependencies": { "@smithy/util-buffer-from": "^2.2.0", "tslib": "^2.6.2" } }, "sha512-R8Rdn8Hy72KKcebgLiv8jQcQkXoLMOGGv5uI1/k0l+snqkOzQ1R0ChUBCxWMlBsFMekWjq0wRudIweFs7sKT5A=="],
+
     "@babel/code-frame/js-tokens": ["js-tokens@4.0.0", "", {}, "sha512-RdJUflcE3cUzKiMqQgsCu06FPu9UdIJO0beYbPhHN4k6apgJtifcoCtT9bcxOpYBtpD2kCM6Sbzg4CausW/PKQ=="],
 
     "@babel/core/@babel/parser": ["@babel/parser@7.29.0", "", { "dependencies": { "@babel/types": "^7.29.0" }, "bin": "./bin/babel-parser.js" }, "sha512-IyDgFV5GeDUVX4YdF/3CPULtVGSXXMLh1xVIgdCgxApktqnQV0r7/8Nqthg+8YLGaAtdyIlo2qIdZrbCv4+7ww=="],
@@ -2592,6 +2793,12 @@
 
     "wrap-ansi-cjs/strip-ansi": ["strip-ansi@6.0.1", "", { "dependencies": { "ansi-regex": "^5.0.1" } }, "sha512-Y38VPSHcqkFrCpFnQ9vuSXmquuv5oXOKpGeT6aGrr3o3Gc9AlVa6JBfUSOCnbxGGZF+/0ooI7KrPuUSztUdU5A=="],
 
+    "@aws-crypto/sha1-browser/@smithy/util-utf8/@smithy/util-buffer-from": ["@smithy/util-buffer-from@2.2.0", "", { "dependencies": { "@smithy/is-array-buffer": "^2.2.0", "tslib": "^2.6.2" } }, "sha512-IJdWBbTcMQ6DA0gdNhh/BwrLkDR+ADW5Kr1aZmd4k3DIF6ezMV4R2NIAmT08wQJ3yUK82thHWmC/TnK/wpMMIA=="],
+
+    "@aws-crypto/sha256-browser/@smithy/util-utf8/@smithy/util-buffer-from": ["@smithy/util-buffer-from@2.2.0", "", { "dependencies": { "@smithy/is-array-buffer": "^2.2.0", "tslib": "^2.6.2" } }, "sha512-IJdWBbTcMQ6DA0gdNhh/BwrLkDR+ADW5Kr1aZmd4k3DIF6ezMV4R2NIAmT08wQJ3yUK82thHWmC/TnK/wpMMIA=="],
+
+    "@aws-crypto/util/@smithy/util-utf8/@smithy/util-buffer-from": ["@smithy/util-buffer-from@2.2.0", "", { "dependencies": { "@smithy/is-array-buffer": "^2.2.0", "tslib": "^2.6.2" } }, "sha512-IJdWBbTcMQ6DA0gdNhh/BwrLkDR+ADW5Kr1aZmd4k3DIF6ezMV4R2NIAmT08wQJ3yUK82thHWmC/TnK/wpMMIA=="],
+
     "@babel/helper-compilation-targets/lru-cache/yallist": ["yallist@3.1.1", "", {}, "sha512-a4UGQaWPH59mOXUYnAG2ewncQS4i4F43Tv3JoAM+s2VDAmS9NsK8GpDMLrCHPksFT7h3K6TOoUNn2pb7RoXx4g=="],
 
     "@babel/helper-create-class-features-plugin/@babel/traverse/@babel/parser": ["@babel/parser@7.29.0", "", { "dependencies": { "@babel/types": "^7.29.0" }, "bin": "./bin/babel-parser.js" }, "sha512-IyDgFV5GeDUVX4YdF/3CPULtVGSXXMLh1xVIgdCgxApktqnQV0r7/8Nqthg+8YLGaAtdyIlo2qIdZrbCv4+7ww=="],
@@ -2868,6 +3075,12 @@
 
     "wrap-ansi-cjs/strip-ansi/ansi-regex": ["ansi-regex@5.0.1", "", {}, "sha512-quJQXlTSUGL2LH9SUXo8VwsY4soanhgo6LNSm84E1LBcE8s3O0wpdiRzyR9z/ZZJMlMWv37qOOb9pdJlMUEKFQ=="],
 
+    "@aws-crypto/sha1-browser/@smithy/util-utf8/@smithy/util-buffer-from/@smithy/is-array-buffer": ["@smithy/is-array-buffer@2.2.0", "", { "dependencies": { "tslib": "^2.6.2" } }, "sha512-GGP3O9QFD24uGeAXYUjwSTXARoqpZykHadOmA8G5vfJPK0/DC67qa//0qvqrJzL1xc8WQWX7/yc7fwudjPHPhA=="],
+
+    "@aws-crypto/sha256-browser/@smithy/util-utf8/@smithy/util-buffer-from/@smithy/is-array-buffer": ["@smithy/is-array-buffer@2.2.0", "", { "dependencies": { "tslib": "^2.6.2" } }, "sha512-GGP3O9QFD24uGeAXYUjwSTXARoqpZykHadOmA8G5vfJPK0/DC67qa//0qvqrJzL1xc8WQWX7/yc7fwudjPHPhA=="],
+
+    "@aws-crypto/util/@smithy/util-utf8/@smithy/util-buffer-from/@smithy/is-array-buffer": ["@smithy/is-array-buffer@2.2.0", "", { "dependencies": { "tslib": "^2.6.2" } }, "sha512-GGP3O9QFD24uGeAXYUjwSTXARoqpZykHadOmA8G5vfJPK0/DC67qa//0qvqrJzL1xc8WQWX7/yc7fwudjPHPhA=="],
+
     "@sentry/bundler-plugin-core/glob/minimatch/brace-expansion": ["brace-expansion@2.0.2", "", { "dependencies": { "balanced-match": "^1.0.0" } }, "sha512-Jt0vHyM+jmUBqojB7E1NIYadt0vI0Qxjxd2TErW94wDz+E2LAm5vKMXXwg6ZZBTHPuUlDgQHKXvjGBdfcF1ZDQ=="],
 
     "@sentry/bundler-plugin-core/glob/path-scurry/lru-cache": ["lru-cache@10.4.3", "", {}, "sha512-JNAzZcXrCt42VGLuYz0zfAzDfAvJWW6AfYlDBQyDV5DClI2m5sAmK+OIO7s59XfsRsWHp02jAJrRadPRGTt6SQ=="],
diff --git a/nuxt.config.ts b/nuxt.config.ts
index 2ce8d8e..15a1470 100644
--- a/nuxt.config.ts
+++ b/nuxt.config.ts
@@ -179,6 +179,14 @@ export default defineNuxtConfig({
     },
 
     runtimeConfig: {
+        s3: {
+            accessKeyId: process.env.S3_ACCESS_KEY_ID!,
+            secret: process.env.S3_SECRET_ACCESS_KEY!,
+            bucket: process.env.S3_BUCKET_NAME!,
+            region: process.env.S3_REGION!,
+            endpoint: process.env.S3_ENDPOINT!,
+        },
+
         public: {
             disableSignup: process.env.DISABLE_SIGNUP === 'true' || process.env.DISABLE_SIGNUP === '1',
         }
diff --git a/package.json b/package.json
index 3149926..3ada6a9 100644
--- a/package.json
+++ b/package.json
@@ -15,6 +15,8 @@
         "@ai-sdk/cohere": "^3.0.21",
         "@ai-sdk/google": "^3.0.29",
         "@ai-sdk/openai-compatible": "^2.0.30",
+        "@aws-sdk/client-s3": "^3.1000.0",
+        "@aws-sdk/s3-request-presigner": "^3.1000.0",
         "@daveyplate/better-auth-triplit": "^0.2.2",
         "@iconify-json/mynaui": "^1.2.17",
         "@nuxt/fonts": "0.14.0",
diff --git a/server/api/files/[...key].get.ts b/server/api/files/[...key].get.ts
new file mode 100644
index 0000000..2571d3a
--- /dev/null
+++ b/server/api/files/[...key].get.ts
@@ -0,0 +1,42 @@
+import { S3Client, GetObjectCommand } from "@aws-sdk/client-s3";
+
+export default defineEventHandler(async (event) => {
+    const key = getRouterParam(event, 'key');
+    if (!key) {
+        throw createError({ statusCode: 400, statusMessage: 'Missing file key' });
+    }
+
+    const config = useRuntimeConfig();
+
+    const s3 = new S3Client({
+        region: config.s3.region || 'us-east-1',
+        endpoint: config.s3.endpoint!,
+        credentials: {
+            accessKeyId: config.s3.accessKeyId!,
+            secretAccessKey: config.s3.secret!,
+        },
+        forcePathStyle: true,
+    });
+
+    try {
+        const response = await s3.send(new GetObjectCommand({
+            Bucket: config.s3.bucket!,
+            Key: key,
+        }));
+
+        // 3. Set the correct headers so the browser knows what it's receiving
+        setHeaders(event, {
+            'Content-Type': response.ContentType || 'application/octet-stream',
+            'Content-Length': response.ContentLength?.toString() || '',
+            'Cache-Control': 'public, max-age=3600', // Optional: cache for 1 hour
+        });
+
+        // 4. Return the body as a stream directly to the client
+        return response.Body;
+    } catch (error: any) {
+        if (error.name === 'NoSuchKey') {
+            throw createError({ statusCode: 404, statusMessage: 'File not found' });
+        }
+        throw createError({ statusCode: 500, statusMessage: 'Error fetching file' });
+    }
+});
diff --git a/server/api/upload/presigned.post.ts b/server/api/upload/presigned.post.ts
new file mode 100644
index 0000000..0b56042
--- /dev/null
+++ b/server/api/upload/presigned.post.ts
@@ -0,0 +1,72 @@
+import * as z from 'zod';
+import { S3Client, PutObjectCommand } from "@aws-sdk/client-s3";
+import { getSignedUrl } from "@aws-sdk/s3-request-presigner";
+
+export default defineEventHandler(async (event) => {
+    await protectRoute(event);
+
+    const result = await readValidatedBody(event, (body) =>
+        z
+            .object({
+                file: z.object({
+                    name: z.string(),
+                    mimeType: z.string(),
+                }),
+            })
+            .safeParse(body),
+    );
+
+    if (!result.success) {
+        throw createError({
+            statusCode: 400,
+            message: result.error.issues[0]!.message,
+        });
+    }
+
+    const config = useRuntimeConfig();
+
+    const { file } = result.data;
+
+    const s3 = new S3Client({
+        region: config.s3.region || 'us-east-1',
+        endpoint: config.s3.endpoint!,
+        credentials: {
+            accessKeyId: config.s3.accessKeyId!,
+            secretAccessKey: config.s3.secret!,
+        },
+        forcePathStyle: true,
+        requestChecksumCalculation: 'WHEN_REQUIRED',
+        responseChecksumValidation: 'WHEN_REQUIRED',
+    });
+
+    const key = `veridian__uploads/${Date.now()}-${file.name.replace(/[^a-zA-Z0-9.]/g, '_')}-${event.context.user!.id}`
+
+    const command = new PutObjectCommand({
+        ACL: 'public-read',
+        Bucket: config.s3.bucket!,
+        Key: key,
+        ContentType: file.mimeType,
+    });
+
+    try {
+        const url = await getSignedUrl(s3, command, {
+            expiresIn: 600,
+            signableHeaders: new Set(['content-type']),
+        });
+
+        return {
+            url,
+            assetUrl: `${process.env.NUXT_PUBLIC_URL}/api/files/${key}`,
+        };
+    } catch (error) {
+        console.error('Failed to generate presigned URL:', error);
+        throw createError({
+            statusCode: 500,
+            statusMessage: 'Failed to generate presigned URL',
+            data: {
+                code: 'INTERNAL_ERROR',
+                ok: false,
+            }
+        });
+    }
+})
diff --git a/triplit/schema.ts b/triplit/schema.ts
index 2d2d22c..8d9afff 100644
--- a/triplit/schema.ts
+++ b/triplit/schema.ts
@@ -218,6 +218,9 @@ export const schema = S.Collections({
             topic: S.RelationOne('topics', {
                 where: [['id', '=', '$topicId']],
             }),
+            attachments: S.RelationMany('attachments', {
+                where: [['messageId', '=', '$id']],
+            }),
             parts: S.RelationMany('message_parts', {
                 where: [['messageId', '=', '$id']],
             }),
@@ -259,6 +262,80 @@ export const schema = S.Collections({
             },
         },
     },
+    // we split up the files and attachments table because we want to be able to
+    // store files on their own so they can be used in multiple messages at once
+    files: {
+        schema: S.Schema({
+            id: S.Id(),
+            userId: S.String(),
+            name: S.String(),
+            mimeType: S.String(),
+            url: S.String(),
+            createdAt: S.Date({ default: S.Default.now() }),
+        }),
+        permissions: {
+            authenticated: {
+                read: {
+                    filter: [['userId', '=', '$token.sub']],
+                },
+                insert: {
+                    filter: [['userId', '=', '$token.sub']],
+                },
+                update: {
+                    filter: [['userId', '=', '$token.sub']],
+                },
+                postUpdate: {
+                    filter: [['userId', '=', '$prev.userId']],
+                },
+                delete: {
+                    filter: [['userId', '=', '$token.sub']],
+                },
+            },
+        }
+    },
+    attachments: {
+        schema: S.Schema({
+            id: S.Id(),
+            userId: S.String(),
+            topicId: S.String(),
+            messageId: S.String(),
+            fileId: S.String(),
+            // Denormalized for zero-subquery rendering. However, this can be
+            // dangerous. It is absolutely PARAMOUNT that whenver a file is
+            // modified, it's children attachments are modified as well.
+            name: S.String(),
+            mimeType: S.String(),
+            url: S.String(),
+            createdAt: S.Date({ default: S.Default.now() }),
+        }),
+        relationships: {
+            topic: S.RelationOne('topics', {
+                where: [['id', '=', '$topicId']],
+            }),
+            message: S.RelationOne('messages', {
+                where: [['id', '=', '$messageId']],
+            }),
+        },
+        permissions: {
+            authenticated: {
+                read: {
+                    filter: [['userId', '=', '$token.sub']],
+                },
+                insert: {
+                    filter: [['userId', '=', '$token.sub']],
+                },
+                update: {
+                    filter: [['userId', '=', '$token.sub']],
+                },
+                postUpdate: {
+                    filter: [['userId', '=', '$prev.userId']],
+                },
+                delete: {
+                    filter: [['userId', '=', '$token.sub']],
+                },
+            }
+        }
+    },
     generations: {
         schema: S.Schema({
             id: S.Id(),