diff --git a/ui/src/components/IssueAttachmentsSection.test.tsx b/ui/src/components/IssueAttachmentsSection.test.tsx
index d7c67f7bf7c..7539db3ad2c 100644
--- a/ui/src/components/IssueAttachmentsSection.test.tsx
+++ b/ui/src/components/IssueAttachmentsSection.test.tsx
@@ -33,6 +33,10 @@ vi.mock("@/components/ui/button", () => ({
 
 // eslint-disable-next-line @typescript-eslint/no-explicit-any
 (globalThis as any).IS_REACT_ACT_ENVIRONMENT = true;
+if (!globalThis.PointerEvent) {
+  // eslint-disable-next-line @typescript-eslint/no-explicit-any
+  (globalThis as any).PointerEvent = MouseEvent;
+}
 
 async function act(callback: () => void | Promise<void>) {
   let result: void | Promise<void> = undefined;
@@ -142,6 +146,116 @@ describe("IssueAttachmentsSection", () => {
     expect(container.querySelector('button[aria-label="Upload attachment"]')).toBeTruthy();
   });
 
+  it("offers individual downloads for images, markdown, videos, and generic files", async () => {
+    const attachments = [
+      makeAttachment({
+        id: "image-attachment",
+        originalFilename: "diagram.png",
+        contentType: "image/png",
+        contentPath: "/api/attachments/image-attachment/content",
+      }),
+      makeAttachment({
+        id: "markdown-attachment",
+        originalFilename: "notes.md",
+        contentType: "text/markdown",
+        contentPath: "/api/attachments/markdown-attachment/content",
+      }),
+      makeAttachment({
+        id: "video-attachment",
+        originalFilename: "demo.mp4",
+        contentType: "video/mp4",
+        contentPath: "/api/attachments/video-attachment/content",
+      }),
+      makeAttachment({
+        id: "generic-attachment",
+        originalFilename: "report.pdf",
+        contentType: "application/pdf",
+        contentPath: "/api/attachments/generic-attachment/content",
+      }),
+    ];
+
+    await act(async () => {
+      root.render(
+        <QueryClientProvider client={queryClient}>
+          <IssueAttachmentsSection
+            attachments={attachments}
+            onDelete={vi.fn()}
+            onImageClick={vi.fn()}
+          />
+        </QueryClientProvider>,
+      );
+    });
+    await flushReact();
+
+    for (const attachment of attachments) {
+      const filename = attachment.originalFilename!;
+      expect(container.querySelector(`a[aria-label="Download ${filename}"]`)?.getAttribute("href")).toBe(
+        `${attachment.contentPath}?download=1`,
+      );
+    }
+  });
+
+  it("downloads images from the hover action and keeps confirmed deletion in the kebab menu", async () => {
+    const attachment = makeAttachment({
+      id: "image-attachment",
+      originalFilename: "diagram.png",
+      contentType: "image/png",
+      contentPath: "/api/attachments/image-attachment/content",
+    });
+    const onDelete = vi.fn();
+    const onImageClick = vi.fn();
+
+    await act(async () => {
+      root.render(
+        <QueryClientProvider client={queryClient}>
+          <IssueAttachmentsSection
+            attachments={[attachment]}
+            onDelete={onDelete}
+            onImageClick={onImageClick}
+          />
+        </QueryClientProvider>,
+      );
+    });
+    await flushReact();
+
+    const download = container.querySelector<HTMLAnchorElement>('a[aria-label="Download diagram.png"]');
+    expect(download?.getAttribute("href")).toBe("/api/attachments/image-attachment/content?download=1");
+
+    await act(async () => {
+      download?.dispatchEvent(new MouseEvent("click", { bubbles: true }));
+    });
+    expect(onImageClick).not.toHaveBeenCalled();
+
+    const menuTrigger = container.querySelector<HTMLButtonElement>('button[aria-label="More actions for diagram.png"]');
+    expect(menuTrigger).toBeTruthy();
+    expect(container.querySelector('button[title="Delete attachment"]')).toBeNull();
+
+    await act(async () => {
+      menuTrigger?.dispatchEvent(new PointerEvent("pointerdown", { bubbles: true, button: 0 }));
+    });
+    await flushReact();
+
+    const deleteItem = Array.from(document.body.querySelectorAll<HTMLElement>('[data-slot="dropdown-menu-item"]'))
+      .find((item) => item.textContent?.trim() === "Delete");
+    expect(deleteItem).toBeTruthy();
+
+    await act(async () => {
+      deleteItem?.dispatchEvent(new MouseEvent("click", { bubbles: true }));
+    });
+    await flushReact();
+
+    expect(container.textContent).toContain("Delete?");
+    expect(onDelete).not.toHaveBeenCalled();
+
+    const confirmButton = Array.from(container.querySelectorAll<HTMLButtonElement>("button"))
+      .find((button) => button.textContent === "Yes");
+    await act(async () => {
+      confirmButton?.dispatchEvent(new MouseEvent("click", { bubbles: true }));
+    });
+
+    expect(onDelete).toHaveBeenCalledWith("image-attachment");
+  });
+
   it("renders markdown attachments with the document markdown presentation", async () => {
     const attachment = makeAttachment({
       id: "markdown-attachment",
@@ -374,7 +488,7 @@ describe("IssueAttachmentsSection", () => {
     expect(container.textContent).toContain("stored-report.pdf");
     expect(container.querySelector('a[aria-label="Open stored-report.pdf"]')).toBeTruthy();
     expect(container.querySelector('a[aria-label="Download stored-report.pdf"]')).toBeTruthy();
-    expect(container.querySelector('button[title="Delete attachment"]')).toBeNull();
+    expect(container.querySelector('button[aria-label="More actions for stored-report.pdf"]')).toBeNull();
     expect(container.textContent).not.toContain("Delete this attachment?");
   });
 });
diff --git a/ui/src/components/IssueAttachmentsSection.tsx b/ui/src/components/IssueAttachmentsSection.tsx
index 0ee7bf9b15f..b376ca2e239 100644
--- a/ui/src/components/IssueAttachmentsSection.tsx
+++ b/ui/src/components/IssueAttachmentsSection.tsx
@@ -1,8 +1,14 @@
 import { useMemo, useState, type DragEvent, type ReactNode } from "react";
 import { useQuery } from "@tanstack/react-query";
 import type { IssueAttachment } from "@paperclipai/shared";
-import { Download, ExternalLink, FileText, Maximize2, Paperclip, Trash2 } from "lucide-react";
+import { Download, ExternalLink, FileText, Maximize2, MoreHorizontal, Paperclip, Trash2 } from "lucide-react";
 import { Button } from "@/components/ui/button";
+import {
+  DropdownMenu,
+  DropdownMenuContent,
+  DropdownMenuItem,
+  DropdownMenuTrigger,
+} from "@/components/ui/dropdown-menu";
 import { FoldCurtain } from "./FoldCurtain";
 import { MarkdownBody } from "./MarkdownBody";
 import { OutputFileTile } from "./issue-output/OutputFileTile";
@@ -81,16 +87,25 @@ function AttachmentActions({
         </a>
       </Button>
       {onDelete ? (
-        <Button
-          variant="ghost"
-          size="icon-sm"
-          title="Delete attachment"
-          className="text-muted-foreground hover:text-destructive"
-          onClick={() => onDelete(attachment.id)}
-          disabled={deletePending}
-        >
-          <Trash2 className="h-4 w-4" />
-        </Button>
+        <DropdownMenu>
+          <DropdownMenuTrigger asChild>
+            <Button
+              variant="ghost"
+              size="icon-sm"
+              title="Attachment actions"
+              aria-label={`More actions for ${filename}`}
+              disabled={deletePending}
+            >
+              <MoreHorizontal className="h-4 w-4" />
+            </Button>
+          </DropdownMenuTrigger>
+          <DropdownMenuContent align="end">
+            <DropdownMenuItem variant="destructive" onSelect={() => onDelete(attachment.id)}>
+              <Trash2 className="h-4 w-4" />
+              Delete
+            </DropdownMenuItem>
+          </DropdownMenuContent>
+        </DropdownMenu>
       ) : null}
     </div>
   );
@@ -337,19 +352,45 @@ export function IssueAttachmentsSection({
                     </button>
                   </div>
                 </div>
-              ) : onDelete ? (
-                <button
-                  type="button"
-                  className="absolute right-1.5 top-1.5 rounded-md bg-black/50 p-1 text-white opacity-0 transition-opacity hover:bg-destructive group-hover:opacity-100"
-                  onClick={(event) => {
-                    event.stopPropagation();
-                    requestDelete(attachment.id);
-                  }}
-                  title="Delete attachment"
+              ) : (
+                <div
+                  className="absolute right-1.5 top-1.5 flex items-center gap-1 opacity-0 transition-opacity group-hover:opacity-100 focus-within:opacity-100"
+                  onClick={(event) => event.stopPropagation()}
                 >
-                  <Trash2 className="h-3.5 w-3.5" />
-                </button>
-              ) : null}
+                  <a
+                    href={attachmentDownloadPath(attachment)}
+                    className="rounded-md bg-black/50 p-1 text-white hover:bg-black/70"
+                    aria-label={`Download ${attachmentFilename(attachment)}`}
+                    title="Download"
+                  >
+                    <Download className="h-3.5 w-3.5" />
+                  </a>
+                  {onDelete ? (
+                    <DropdownMenu>
+                      <DropdownMenuTrigger asChild>
+                        <button
+                          type="button"
+                          className="rounded-md bg-black/50 p-1 text-white hover:bg-black/70"
+                          aria-label={`More actions for ${attachmentFilename(attachment)}`}
+                          title="Attachment actions"
+                          disabled={deletePending}
+                        >
+                          <MoreHorizontal className="h-3.5 w-3.5" />
+                        </button>
+                      </DropdownMenuTrigger>
+                      <DropdownMenuContent align="end">
+                        <DropdownMenuItem
+                          variant="destructive"
+                          onSelect={() => requestDelete(attachment.id)}
+                        >
+                          <Trash2 className="h-4 w-4" />
+                          Delete
+                        </DropdownMenuItem>
+                      </DropdownMenuContent>
+                    </DropdownMenu>
+                  ) : null}
+                </div>
+              )}
             </div>
           ))}
         </div>