diff --git a/src/tools/look-at/image-converter.ts b/src/tools/look-at/image-converter.ts
index af9aef2e..6718bd0f 100644
--- a/src/tools/look-at/image-converter.ts
+++ b/src/tools/look-at/image-converter.ts
@@ -1,5 +1,5 @@
 import { execSync } from "node:child_process"
-import { existsSync, mkdtempSync, unlinkSync } from "node:fs"
+import { existsSync, mkdtempSync, unlinkSync, writeFileSync, readFileSync } from "node:fs"
 import { tmpdir } from "node:os"
 import { join } from "node:path"
 import { log } from "../../shared"
@@ -112,3 +112,38 @@ export function cleanupConvertedImage(filePath: string): void {
     log(`[image-converter] Failed to cleanup ${filePath}: ${error}`)
   }
 }
+
+export function convertBase64ImageToJpeg(
+  base64Data: string,
+  mimeType: string
+): { base64: string; tempFiles: string[] } {
+  const tempDir = mkdtempSync(join(tmpdir(), "opencode-b64-"))
+  const inputExt = mimeType.split("/")[1] || "bin"
+  const inputPath = join(tempDir, `input.${inputExt}`)
+  const tempFiles: string[] = [inputPath]
+
+  try {
+    const cleanBase64 = base64Data.replace(/^data:[^;]+;base64,/, "")
+    const buffer = Buffer.from(cleanBase64, "base64")
+    writeFileSync(inputPath, buffer)
+
+    log(`[image-converter] Converting Base64 ${mimeType} to JPEG`)
+    
+    const outputPath = convertImageToJpeg(inputPath, mimeType)
+    tempFiles.push(outputPath)
+
+    const convertedBuffer = readFileSync(outputPath)
+    const convertedBase64 = convertedBuffer.toString("base64")
+
+    log(`[image-converter] Base64 conversion successful`)
+    
+    return { base64: convertedBase64, tempFiles }
+  } catch (error) {
+    tempFiles.forEach(file => {
+      try {
+        if (existsSync(file)) unlinkSync(file)
+      } catch {}
+    })
+    throw error
+  }
+}
diff --git a/src/tools/look-at/tools.ts b/src/tools/look-at/tools.ts
index 9980ed1b..b7643860 100644
--- a/src/tools/look-at/tools.ts
+++ b/src/tools/look-at/tools.ts
@@ -16,6 +16,7 @@ import { resolveMultimodalLookerAgentMetadata } from "./multimodal-agent-metadat
 import {
   needsConversion,
   convertImageToJpeg,
+  convertBase64ImageToJpeg,
   cleanupConvertedImage,
 } from "./image-converter"
 
@@ -47,17 +48,36 @@ export function createLookAt(ctx: PluginInput): ToolDefinition {
       let mimeType: string
       let filePart: { type: "file"; mime: string; url: string; filename: string }
       let tempFilePath: string | null = null
+      let tempFilesToCleanup: string[] = []
 
       try {
         if (imageData) {
-        mimeType = inferMimeTypeFromBase64(imageData)
-        filePart = {
-          type: "file",
-          mime: mimeType,
-          url: `data:${mimeType};base64,${extractBase64Data(imageData)}`,
-          filename: `clipboard-image.${mimeType.split("/")[1] || "png"}`,
-        }
-      } else if (filePath) {
+          mimeType = inferMimeTypeFromBase64(imageData)
+          
+          let finalBase64Data = extractBase64Data(imageData)
+          let finalMimeType = mimeType
+          
+          if (needsConversion(mimeType)) {
+            log(`[look_at] Detected unsupported Base64 format: ${mimeType}, converting to JPEG...`)
+            try {
+              const { base64, tempFiles } = convertBase64ImageToJpeg(imageData, mimeType)
+              finalBase64Data = base64
+              finalMimeType = "image/jpeg"
+              tempFilesToCleanup = tempFiles
+              log(`[look_at] Base64 conversion successful`)
+            } catch (conversionError) {
+              log(`[look_at] Base64 conversion failed: ${conversionError}`)
+              return `Error: Failed to convert Base64 image format. ${conversionError}`
+            }
+          }
+          
+          filePart = {
+            type: "file",
+            mime: finalMimeType,
+            url: `data:${finalMimeType};base64,${finalBase64Data}`,
+            filename: `clipboard-image.${finalMimeType.split("/")[1] || "png"}`,
+          }
+        } else if (filePath) {
         mimeType = inferMimeTypeFromFilePath(filePath)
         
         let actualFilePath = filePath
@@ -177,6 +197,7 @@ Original error: ${createResult.error}`
         if (tempFilePath) {
           cleanupConvertedImage(tempFilePath)
         }
+        tempFilesToCleanup.forEach(file => cleanupConvertedImage(file))
       }
     },
   })