diff --git a/packages/app/src/pages/session.tsx b/packages/app/src/pages/session.tsx
index 2df35856e..b41afb18c 100644
--- a/packages/app/src/pages/session.tsx
+++ b/packages/app/src/pages/session.tsx
@@ -2047,21 +2047,22 @@ export default function Page() {
                               <div class="absolute right-6 z-30" style={{ top: `${draftTop() ?? 0}px` }}>
                                 <button
                                   type="button"
-                                  class="size-5 rounded-md flex items-center justify-center bg-surface-warning-base border border-border-warning-base text-icon-warning-active shadow-xs hover:bg-surface-warning-weak hover:border-border-warning-hover focus:outline-none focus-visible:shadow-xs-border-focus"
+                                  class="size-5 rounded-md flex items-center justify-center shadow-xs focus:outline-none focus-visible:shadow-xs-border-focus"
+                                  style={{
+                                    background: "var(--icon-interactive-base)",
+                                    color: "var(--white)",
+                                  }}
                                   onClick={() => textarea?.focus()}
                                 >
-                                  <Icon name="speech-bubble" size="small" />
+                                  <Icon name="comment" size="small" style={{ color: "var(--white)" }} />
                                 </button>
-                                <div class="absolute top-0 right-[calc(100%+12px)] z-40 min-w-[200px] max-w-[320px] rounded-md bg-surface-raised-stronger-non-alpha border border-border-base shadow-md p-3">
+                                <div class="absolute top-[calc(100%+4px)] right-[-8px] z-40 w-[380px] rounded-[14px] bg-surface-raised-stronger-non-alpha border border-border-base shadow-lg-border-base p-2">
                                   <div class="flex flex-col gap-2">
-                                    <div class="text-12-medium text-text-strong">
-                                      Commenting on {getFilename(path() ?? "")}:{commentLabel(range())}
-                                    </div>
                                     <textarea
                                       ref={textarea}
-                                      class="w-[320px] max-w-[calc(100vw-48px)] resize-vertical p-2 rounded-sm bg-surface-base border border-border-base text-text-strong text-12-regular leading-5 focus:outline-none focus:shadow-xs-border-focus"
+                                      class="w-full resize-vertical p-2 rounded-[6px] bg-surface-base border border-border-base text-text-strong text-12-regular leading-5 focus:outline-none focus:shadow-xs-border-select"
                                       rows={3}
-                                      placeholder="Add a comment"
+                                      placeholder="Add comment"
                                       value={draft()}
                                       onInput={(e) => setDraft(e.currentTarget.value)}
                                       onKeyDown={(e) => {
@@ -2076,7 +2077,11 @@ export default function Page() {
                                         setCommenting(null)
                                       }}
                                     />
-                                    <div class="flex justify-end gap-2">
+                                    <div class="flex items-center gap-2">
+                                      <div class="text-12-medium text-text-weak ml-2">
+                                        Commenting on {commentLabel(range())}
+                                      </div>
+                                      <div class="flex-1" />
                                       <Button size="small" variant="ghost" onClick={() => setCommenting(null)}>
                                         Cancel
                                       </Button>
diff --git a/packages/ui/src/components/icon.tsx b/packages/ui/src/components/icon.tsx
index dcc0a44b1..753aa7e17 100644
--- a/packages/ui/src/components/icon.tsx
+++ b/packages/ui/src/components/icon.tsx
@@ -44,6 +44,7 @@ const icons = {
   "layout-right-full": `<path d="M12.0827 2.91602L2.91602 2.91602L2.91602 17.0827L12.0827 17.0827L12.0827 2.91602Z" fill="currentColor"/><path d="M2.91602 2.91602L17.0827 2.91602L17.0827 17.0827L2.91602 17.0827M2.91602 2.91602L2.91602 17.0827M2.91602 2.91602L12.0827 2.91602L12.0827 17.0827L2.91602 17.0827" stroke="currentColor" stroke-linecap="square"/>`,
   "square-arrow-top-right": `<path d="M7.91675 2.9165H2.91675V17.0832H17.0834V12.0832M12.0834 2.9165H17.0834V7.9165M9.58342 10.4165L16.6667 3.33317" stroke="currentColor" stroke-linecap="square"/>`,
   "speech-bubble": `<path d="M18.3334 10.0003C18.3334 5.57324 15.0927 2.91699 10.0001 2.91699C4.90749 2.91699 1.66675 5.57324 1.66675 10.0003C1.66675 11.1497 2.45578 13.1016 2.5771 13.3949C2.5878 13.4207 2.59839 13.4444 2.60802 13.4706C2.69194 13.6996 3.04282 14.9364 1.66675 16.7684C3.5186 17.6538 5.48526 16.1982 5.48526 16.1982C6.84592 16.9202 8.46491 17.0837 10.0001 17.0837C15.0927 17.0837 18.3334 14.4274 18.3334 10.0003Z" stroke="currentColor" stroke-linecap="square"/>`,
+  comment: `<path d="M16.25 3.75H3.75V16.25L6.875 14.4643H16.25V3.75Z" stroke="currentColor" stroke-linecap="square"/>`,
   "folder-add-left": `<path d="M2.08333 9.58268V2.91602H8.33333L10 5.41602H17.9167V16.2493H8.75M3.75 12.0827V14.5827M3.75 14.5827V17.0827M3.75 14.5827H1.25M3.75 14.5827H6.25" stroke="currentColor" stroke-linecap="square"/>`,
   github: `<path d="M10.0001 1.62549C14.6042 1.62549 18.3334 5.35465 18.3334 9.95882C18.333 11.7049 17.785 13.4068 16.7666 14.8251C15.7482 16.2434 14.3107 17.3066 12.6563 17.8651C12.2397 17.9484 12.0834 17.688 12.0834 17.4692C12.0834 17.188 12.0938 16.2922 12.0938 15.1776C12.0938 14.3963 11.8334 13.8963 11.5313 13.6359C13.3855 13.4276 15.3334 12.7192 15.3334 9.52132C15.3334 8.60465 15.0105 7.86507 14.4792 7.28174C14.5626 7.0734 14.8542 6.21924 14.3959 5.0734C14.3959 5.0734 13.698 4.84424 12.1042 5.92757C11.4376 5.74007 10.7292 5.64632 10.0209 5.64632C9.31258 5.64632 8.60425 5.74007 7.93758 5.92757C6.34383 4.85465 5.64592 5.0734 5.64592 5.0734C5.18758 6.21924 5.47925 7.0734 5.56258 7.28174C5.03133 7.86507 4.70842 8.61507 4.70842 9.52132C4.70842 12.7088 6.64592 13.4276 8.50008 13.6359C8.2605 13.8442 8.04175 14.2088 7.96883 14.7505C7.48967 14.9692 6.29175 15.3234 5.54175 14.063C5.3855 13.813 4.91675 13.1984 4.2605 13.2088C3.56258 13.2192 3.97925 13.6047 4.27092 13.7609C4.62508 13.9588 5.03133 14.6984 5.12508 14.938C5.29175 15.4067 5.83342 16.3026 7.92717 15.9172C7.92717 16.6151 7.93758 17.2713 7.93758 17.4692C7.93758 17.688 7.78133 17.938 7.36467 17.8651C5.70491 17.3126 4.26126 16.2515 3.23851 14.8324C2.21576 13.4133 1.66583 11.7081 1.66675 9.95882C1.66675 5.35465 5.39592 1.62549 10.0001 1.62549Z" fill="currentColor"/>`,
   discord: `<path d="M16.0742 4.45014C14.9244 3.92097 13.7106 3.54556 12.4638 3.3335C12.2932 3.64011 12.1388 3.95557 12.0013 4.27856C10.6732 4.07738 9.32261 4.07738 7.99451 4.27856C7.85694 3.9556 7.70257 3.64014 7.53203 3.3335C6.28441 3.54735 5.06981 3.92365 3.91889 4.45291C1.63401 7.85128 1.01462 11.1652 1.32431 14.4322C2.6624 15.426 4.16009 16.1819 5.7523 16.6668C6.11082 16.1821 6.42806 15.6678 6.70066 15.1295C6.18289 14.9351 5.68315 14.6953 5.20723 14.4128C5.33249 14.3215 5.45499 14.2274 5.57336 14.136C6.95819 14.7907 8.46965 15.1302 9.99997 15.1302C11.5303 15.1302 13.0418 14.7907 14.4266 14.136C14.5463 14.2343 14.6688 14.3284 14.7927 14.4128C14.3159 14.6957 13.8152 14.9361 13.2965 15.1309C13.5688 15.669 13.8861 16.1828 14.2449 16.6668C15.8385 16.1838 17.3373 15.4283 18.6756 14.4335C19.039 10.645 18.0549 7.36145 16.0742 4.45014ZM7.09294 12.423C6.22992 12.423 5.51693 11.6357 5.51693 10.6671C5.51693 9.69852 6.20514 8.90427 7.09019 8.90427C7.97524 8.90427 8.68272 9.69852 8.66758 10.6671C8.65244 11.6357 7.97248 12.423 7.09294 12.423ZM12.907 12.423C12.0426 12.423 11.3324 11.6357 11.3324 10.6671C11.3324 9.69852 12.0206 8.90427 12.907 8.90427C13.7934 8.90427 14.4954 9.69852 14.4803 10.6671C14.4651 11.6357 13.7865 12.423 12.907 12.423Z" fill="currentColor"/>`,