diff --git a/src/models/attachment.ts b/src/models/attachment.ts
index 53a2883..e9de4d1 100644
--- a/src/models/attachment.ts
+++ b/src/models/attachment.ts
@@ -1,16 +1,25 @@
 
+import { Attachment } from '../types/index.d'
+
 export const textFormats = ['pdf', 'txt', 'docx', 'pptx', 'xlsx']
 export const imageFormats = ['jpeg', 'jpg', 'png', 'webp']
 
-export default class Attachment {
+export default class implements Attachment {
 
   url: string
   format: string
   contents: string
   downloaded: boolean
 
-  constructor(url: string, format = "", contents = "", downloaded = false) {
-    this.url = url
+  constructor(url: string|object, format = "", contents = "", downloaded = false) {
+
+    if (url != null && typeof url === 'object') {
+      this.fromJson(url)
+      return
+    }
+
+    // default
+    this.url = url as string
     this.format = format.toLowerCase()
     this.contents = contents
     this.downloaded = downloaded
@@ -23,6 +32,13 @@ export default class Attachment {
     }
   }
 
+  fromJson(obj: any) {
+    this.url = obj.url
+    this.format = obj.format
+    this.contents = obj.contents
+    this.downloaded = obj.downloaded
+  }
+
   isText(): boolean {
     return textFormats.includes(this.format)
   }
diff --git a/src/models/chat.ts b/src/models/chat.ts
index 333b2db..03d9d27 100644
--- a/src/models/chat.ts
+++ b/src/models/chat.ts
@@ -12,6 +12,7 @@ export default class implements Chat {
   engine: string
   model: string
   messages: Message[]
+  deleted: boolean
 
   constructor(obj?: any) {
 
@@ -29,6 +30,7 @@ export default class implements Chat {
     this.engine = null
     this.model = null
     this.messages = []
+    this.deleted = false
   
   }
 
@@ -40,6 +42,7 @@ export default class implements Chat {
     this.engine = obj.engine || 'openai'
     this.model = obj.model
     this.messages = []
+    this.deleted = false
     for (const msg of obj.messages) {
       const message = new Message(msg.role, msg)
       this.messages.push(message)
diff --git a/src/models/message.ts b/src/models/message.ts
index 498b72b..f7b04d2 100644
--- a/src/models/message.ts
+++ b/src/models/message.ts
@@ -1,7 +1,8 @@
 
-import { Message, Attachment } from '../types/index.d'
-import { LlmRole, LlmChunk } from '../types/llm.d';
+import { Message } from '../types/index.d'
+import { LlmRole, LlmChunk } from '../types/llm.d'
 import { v4 as uuidv4 } from 'uuid'
+import Attachment from './attachment'
 
 export default class implements Message {
 
@@ -41,7 +42,7 @@ export default class implements Message {
     this.role = obj.role
     this.type = obj.type
     this.content = obj.content
-    this.attachment = obj.attachment
+    this.attachment = obj.attachment ? new Attachment(obj.attachment) : null
     this.transient = false
     this.toolCall = null
   }
diff --git a/src/services/engine.ts b/src/services/engine.ts
index 4a279e1..4c501cc 100644
--- a/src/services/engine.ts
+++ b/src/services/engine.ts
@@ -136,7 +136,7 @@ export default class LlmEngine {
 
       // we only want to upload the last image attachment
       // so build messages in reverse order
-      // and then rerse the array
+      // and then reverse the array
 
       let imageAttached = false
       return thread.toReversed().filter((msg) => msg.type === 'text' && msg.content !== null).map((msg): LLmCompletionPayload => {
diff --git a/src/services/google.ts b/src/services/google.ts
index 15a2db7..1c2aa47 100644
--- a/src/services/google.ts
+++ b/src/services/google.ts
@@ -4,6 +4,7 @@ import { EngineConfig, Configuration } from '../types/config.d'
 import { LLmCompletionPayload, LlmChunk, LlmCompletionOpts, LlmResponse, LlmStream, LlmToolCall, LlmEventCallback } from '../types/llm.d'
 import { ChatSession, Content, EnhancedGenerateContentResponse, GenerativeModel, GoogleGenerativeAI, ModelParams, Part } from '@google/generative-ai'
 import { getFileContents } from './download'
+import Attachment from '../models/attachment'
 import LlmEngine from './engine'
 
 export const isGoogleReady = (engineConfig: EngineConfig): boolean => {
@@ -59,7 +60,7 @@ export default class extends LlmEngine {
     console.log(`[openai] prompting model ${modelName}`)
     const model = this.getModel(modelName, thread[0].content)
     const chat = model.startChat({
-      history: thread.slice(1, -1).map((message) => this.messageToContent(message))
+      history: this.threadToHistory(thread, modelName)
     })
 
     // done
@@ -78,14 +79,11 @@ export default class extends LlmEngine {
     // reset
     this.toolCalls = []
 
-    // save the message thread
-    const payload = this.buildPayload(thread, modelName)
-
     // call
     console.log(`[openai] prompting model ${modelName}`)
-    const model = this.getModel(modelName, payload[0].content)
+    const model = this.getModel(modelName, thread[0].content)
     this.currentChat = model.startChat({
-      history: payload.slice(1, -1).map((message) => this.messageToContent(message))
+      history: this.threadToHistory(thread, modelName)
     })
 
     // done
@@ -135,37 +133,55 @@ export default class extends LlmEngine {
     // content
     prompt.push(lastMessage.content)
 
-    // image
+    // attachment
     if (lastMessage.attachment) {
-
-      // load if no contents
-      if (!lastMessage.attachment.contents) {
-        lastMessage.attachment.contents = getFileContents(lastMessage.attachment.url).contents
-      }
-    
-      // add inline
-      if (lastMessage.attachment.isImage()) {
-        prompt.push({
-          inlineData: {
-            mimeType: 'image/png',
-            data: lastMessage.attachment.contents,
-          }
-        })
-      } else if (lastMessage.attachment.isText()) {
-        prompt.push(lastMessage.attachment.contents)
-      }
-
+      this.addAttachment(prompt, lastMessage.attachment)
     }
 
     // done
     return prompt
   } 
 
-  messageToContent(message: any): Content {
-    return {
-      role: message.role == 'assistant' ? 'model' : message.role,
-      parts: [ { text: message.content } ]
+  threadToHistory(thread: Message[], modelName: string): Content[] {
+    const payload = this.buildPayload(thread, modelName)
+    return payload.slice(1, -1).map((message) => this.messageToContent(message))
+  }
+
+  messageToContent(payload: LLmCompletionPayload): Content {
+    const content: Content = {
+      role: payload.role == 'assistant' ? 'model' : payload.role,
+      parts: [ { text: payload.content } ]
+    }
+    for (const index in payload.images) {
+      content.parts.push({
+        inlineData: {
+          mimeType: 'image/png',
+          data: payload.images[index],
+        }
+      })
     }
+    return content
+  }
+
+  addAttachment(parts: Array<string | Part>, attachment: Attachment) {
+
+    // load if no contents
+    if (!attachment.contents) {
+      attachment.contents = getFileContents(attachment.url).contents
+    }
+  
+    // add inline
+    if (attachment.isImage()) {
+      parts.push({
+        inlineData: {
+          mimeType: 'image/png',
+          data: attachment.contents,
+        }
+      })
+    } else if (attachment.isText()) {
+      parts.push(attachment.contents)
+    }
+
   }
 
   // eslint-disable-next-line @typescript-eslint/no-unused-vars
@@ -173,6 +189,7 @@ export default class extends LlmEngine {
     //await stream?.controller?.abort()
   }
 
+  // eslint-disable-next-line @typescript-eslint/no-unused-vars
   async streamChunkToLlmChunk(chunk: EnhancedGenerateContentResponse, eventCallback: LlmEventCallback): Promise<LlmChunk|null> {
 
     //console.log('[google] chunk:', chunk)
@@ -241,7 +258,7 @@ export default class extends LlmEngine {
 
   // eslint-disable-next-line @typescript-eslint/no-unused-vars
   addImageToPayload(message: Message, payload: LLmCompletionPayload) {
-    //TODO
+    payload.images = [message.attachment.contents]
   }
 
   // eslint-disable-next-line @typescript-eslint/no-unused-vars
diff --git a/src/types/index.d.ts b/src/types/index.d.ts
index 3c01d64..d081109 100644
--- a/src/types/index.d.ts
+++ b/src/types/index.d.ts
@@ -11,7 +11,8 @@ interface Chat {
   engine: string
   model: string
   messages: Message[]
-  fromJson(jsonChat: any): void
+  deleted: boolean
+  fromJson(json: any): void
   patchFromJson(jsonChat: any): boolean
   setEngineModel(engine: string, model: string): void
   addMessage(message: Message): void
@@ -28,7 +29,7 @@ interface Message {
   content: string
   attachment: Attachment
   transient: boolean
-  fromJson(jsonMessage: any): void
+  fromJson(json: any): void
   setText(text: string|null): void
   setImage(url: string): void
   appendText(chunk: LlmChunk): void
@@ -41,8 +42,10 @@ interface Attachment {
   format: string
   contents: string
   downloaded: boolean
+  fromJson(json: any): void
   isText(): boolean
   isImage(): boolean
+  extractText(): void
 }
 
 interface Command {
diff --git a/tests/unit/engine_google.test.ts b/tests/unit/engine_google.test.ts
index 95a6f91..13008f1 100644
--- a/tests/unit/engine_google.test.ts
+++ b/tests/unit/engine_google.test.ts
@@ -5,7 +5,7 @@ import defaults from '../../defaults/settings.json'
 import Message from '../../src/models/message'
 import Google from '../../src/services/google'
 import { loadGoogleModels } from '../../src/services/llm'
-import { EnhancedGenerateContentResponse } from '@google/generative-ai'
+import { EnhancedGenerateContentResponse, FinishReason } from '@google/generative-ai'
 import { Model } from '../../src/types/config.d'
 
 vi.mock('@google/generative-ai', async() => {
@@ -102,7 +102,7 @@ test('Google streamChunkToLlmChunk Text', async () => {
   expect(streamChunk.text).toHaveBeenCalled()
   //expect(streamChunk.functionCalls).toHaveBeenCalled()
   expect(llmChunk1).toStrictEqual({ text: 'response', done: false })
-  streamChunk.candidates[0].finishReason = 'STOP'
+  streamChunk.candidates[0].finishReason = 'STOP' as FinishReason
   streamChunk.text = vi.fn(() => '')
   const llmChunk2 = await google.streamChunkToLlmChunk(streamChunk, null)
   expect(streamChunk.text).toHaveBeenCalled()
diff --git a/tests/unit/message.test.ts b/tests/unit/message.test.ts
index eab9e46..9e4f083 100644
--- a/tests/unit/message.test.ts
+++ b/tests/unit/message.test.ts
@@ -1,6 +1,15 @@
 import { expect, test } from 'vitest'
 import Message from '../../src/models/message'
 
+window.api = {
+  base64: {
+    decode: (data: string) => data
+  },
+  file: {
+    extractText: (contents) => contents
+  }
+}
+
 test('Build from role and text', () => {
   const message = new Message('user', 'content')
   expect(message.uuid).not.toBe(null)
diff --git a/tests/unit/store.test.ts b/tests/unit/store.test.ts
index b723794..8f6269c 100644
--- a/tests/unit/store.test.ts
+++ b/tests/unit/store.test.ts
@@ -1,5 +1,6 @@
 
 import { vi, expect, test, beforeEach } from 'vitest'
+import { Command } from '../../src/types/index.d'
 import { store } from '../../src/services/store'
 import Chat from '../../src/models/chat'
 import Message from '../../src/models/message'
@@ -28,7 +29,7 @@ window.api = {
     save: vi.fn(),
   },
   commands: {
-    load: vi.fn(() => defaultCommands),
+    load: vi.fn(() => defaultCommands as Command[]),
   },
   prompts: {
     load: vi.fn(() => defaultPrompts),
@@ -95,9 +96,10 @@ test('Save history', async () => {
     uuid: '123',
     engine: 'engine',
     model: 'model',
+    deleted: false,
     messages: [
-      { uuid: 1, role: 'system', content: 'Hi', toolCall: null, transient: false },
-      { uuid: 2, role: 'user', content: 'Hello', toolCall: null, transient: false }
+      { uuid: 1, role: 'system', content: 'Hi', toolCall: null, attachment: null, transient: false },
+      { uuid: 2, role: 'user', content: 'Hello', toolCall: null, attachment: null, transient: false }
     ]
   }])
 })