diff --git a/frontend/src/components/assistant/ChatSidebar.tsx b/frontend/src/components/assistant/ChatSidebar.tsx
index 133f0a60..bea51f18 100644
--- a/frontend/src/components/assistant/ChatSidebar.tsx
+++ b/frontend/src/components/assistant/ChatSidebar.tsx
@@ -1,3 +1,4 @@
+import { useState } from 'react'
 import { Plus, Pin, Trash2, MessageSquare, History, X } from 'lucide-react'
 import { cn } from '@/lib/utils'
 import type { ChatListItem } from '@/types/assistant-chat'
@@ -84,7 +85,7 @@ export function ChatSidebar({
       <div className="flex-1 overflow-y-auto py-2">
         {pinnedChats.length > 0 && (
           <div className="px-3 mb-1">
-            <span className="font-sans text-xs text-[0.625rem] uppercase tracking-widest text-muted-foreground">
+            <span className="font-sans text-[0.625rem] uppercase tracking-widest text-muted-foreground">
               Pinned
             </span>
           </div>
@@ -184,39 +185,65 @@ function ChatItem({
   onDelete: () => void
   onTogglePin: () => void
 }) {
+  const [confirming, setConfirming] = useState(false)
+
   return (
     <div
       onClick={onSelect}
       className={cn(
         'group flex items-center gap-2 px-3 py-2.5 mx-1.5 rounded-lg cursor-pointer transition-colors',
-        isActive
-          ? 'bg-accent-dim text-foreground'
-          : 'text-muted-foreground hover:bg-input hover:text-foreground'
+        confirming
+          ? 'bg-rose-500/10 border border-rose-500/20'
+          : isActive
+            ? 'bg-accent-dim text-foreground'
+            : 'text-muted-foreground hover:bg-input hover:text-foreground'
       )}
     >
       <MessageSquare size={14} className="shrink-0" />
       <div className="flex-1 min-w-0">
-        <div className="text-[0.8125rem] font-medium truncate">{chat.title}</div>
-        <div className="text-[0.6875rem] text-muted-foreground">
-          {chat.message_count} messages
+        {confirming ? (
+          <div className="flex items-center gap-2">
+            <span className="text-[0.75rem] text-rose-400 font-medium">Delete?</span>
+            <button
+              onClick={e => { e.stopPropagation(); onDelete(); setConfirming(false) }}
+              className="text-[0.6875rem] font-medium text-rose-400 hover:text-rose-300 px-1.5 py-0.5 rounded bg-rose-500/15 hover:bg-rose-500/25 transition-colors"
+            >
+              Yes
+            </button>
+            <button
+              onClick={e => { e.stopPropagation(); setConfirming(false) }}
+              className="text-[0.6875rem] text-muted-foreground hover:text-foreground px-1.5 py-0.5"
+            >
+              No
+            </button>
+          </div>
+        ) : (
+          <>
+            <div className="text-[0.8125rem] font-medium truncate">{chat.title}</div>
+            <div className="text-[0.6875rem] text-muted-foreground">
+              {chat.message_count} messages
+            </div>
+          </>
+        )}
+      </div>
+      {!confirming && (
+        <div className="flex items-center gap-0.5 opacity-0 group-hover:opacity-100 transition-opacity">
+          <button
+            onClick={e => { e.stopPropagation(); onTogglePin() }}
+            className="p-1 rounded hover:bg-white/[0.08]"
+            title={chat.pinned ? 'Unpin' : 'Pin'}
+          >
+            <Pin size={12} className={chat.pinned ? 'text-primary' : ''} />
+          </button>
+          <button
+            onClick={e => { e.stopPropagation(); setConfirming(true) }}
+            className="p-1 rounded hover:bg-white/[0.08] text-muted-foreground hover:text-rose-400"
+            title="Delete"
+          >
+            <Trash2 size={12} />
+          </button>
         </div>
-      </div>
-      <div className="flex items-center gap-0.5 opacity-0 group-hover:opacity-100 transition-opacity">
-        <button
-          onClick={e => { e.stopPropagation(); onTogglePin() }}
-          className="p-1 rounded hover:bg-white/[0.08]"
-          title={chat.pinned ? 'Unpin' : 'Pin'}
-        >
-          <Pin size={12} className={chat.pinned ? 'text-primary' : ''} />
-        </button>
-        <button
-          onClick={e => { e.stopPropagation(); onDelete() }}
-          className="p-1 rounded hover:bg-white/[0.08] text-muted-foreground hover:text-rose-400"
-          title="Delete"
-        >
-          <Trash2 size={12} />
-        </button>
-      </div>
+      )}
     </div>
   )
 }
diff --git a/frontend/src/components/assistant/TaskLane.tsx b/frontend/src/components/assistant/TaskLane.tsx
index 7a6a5850..590f34b3 100644
--- a/frontend/src/components/assistant/TaskLane.tsx
+++ b/frontend/src/components/assistant/TaskLane.tsx
@@ -225,8 +225,8 @@ export function TaskLane({ questions, actions, sessionId, onSubmit, onClose, loa
 
   return (
     <div
-      className="relative bg-sidebar border-l border-default flex flex-col shrink-0 animate-in slide-in-from-right-4 duration-200"
-      style={{ width: panelWidth }}
+      className="relative border-l border-default flex flex-col shrink-0 animate-slide-in-right"
+      style={{ background: 'var(--color-bg-page)', width: panelWidth }}
     >
       {/* Resize grip handle */}
       <div
@@ -234,16 +234,13 @@ export function TaskLane({ questions, actions, sessionId, onSubmit, onClose, loa
         className="absolute left-0 top-0 bottom-0 w-[6px] cursor-col-resize z-20 flex items-center justify-center group hover:bg-accent/10 transition-colors"
       >
         <div className="flex flex-col gap-[3px] opacity-0 group-hover:opacity-100 transition-opacity">
-          <div className="w-[3px] h-[3px] rounded-full bg-muted-foreground" />
-          <div className="w-[3px] h-[3px] rounded-full bg-muted-foreground" />
-          <div className="w-[3px] h-[3px] rounded-full bg-muted-foreground" />
-          <div className="w-[3px] h-[3px] rounded-full bg-muted-foreground" />
-          <div className="w-[3px] h-[3px] rounded-full bg-muted-foreground" />
-          <div className="w-[3px] h-[3px] rounded-full bg-muted-foreground" />
+          {Array.from({ length: 6 }).map((_, i) => (
+            <div key={i} className="w-[3px] h-[3px] rounded-full bg-muted-foreground" />
+          ))}
         </div>
       </div>
       {/* Header */}
-      <div className="px-4 py-3 border-b border-default flex items-center justify-between shrink-0">
+      <div className="px-4 py-3 border-b border-default flex items-center justify-between shrink-0" style={{ borderTop: '2px solid var(--color-accent)' }}>
         <h3 className="font-heading text-sm font-bold text-heading flex items-center gap-2">
           Tasks
           <span className={cn(
@@ -266,7 +263,7 @@ export function TaskLane({ questions, actions, sessionId, onSubmit, onClose, loa
         {/* ── Questions Section ── */}
         {questionTasks.length > 0 && (
           <section>
-            <div className="sticky top-0 z-10 bg-sidebar pb-2">
+            <div className="sticky top-0 z-10 pb-2" style={{ background: 'var(--color-bg-page)' }}>
               <div className="flex items-center gap-2 text-[10px] font-semibold uppercase tracking-[1.2px] text-muted-foreground pl-0.5">
                 <span className="w-1.5 h-1.5 rounded-full bg-accent" />
                 Questions
@@ -282,16 +279,19 @@ export function TaskLane({ questions, actions, sessionId, onSubmit, onClose, loa
 
               if (q.state === 'done') {
                 return (
-                  <div key={idx} className="rounded-lg border border-success/20 bg-success-dim/20 p-3 mb-2 cursor-pointer hover:border-success/40 transition-colors" onClick={() => updateTask(idx, { state: 'active' })}>
-                    <div className="text-[0.8125rem] text-muted-foreground">{q.text}</div>
-                    <div className="text-[0.75rem] text-muted-foreground mt-1 italic">"{q.value}"</div>
+                  <div key={idx} className="rounded-lg border-l-[3px] border-l-success border border-success/25 bg-success-dim/30 p-3 mb-2 cursor-pointer hover:border-success/40 transition-colors" onClick={() => updateTask(idx, { state: 'active' })}>
+                    <div className="flex items-center gap-1.5">
+                      <Check size={12} className="text-success shrink-0" />
+                      <span className="text-[0.8125rem] text-foreground">{q.text}</span>
+                    </div>
+                    <div className="text-[0.75rem] text-muted-foreground mt-1 pl-5 italic truncate">"{q.value}"</div>
                   </div>
                 )
               }
 
               if (q.state === 'skipped') {
                 return (
-                  <div key={idx} className="rounded-lg border border-default/50 bg-elevated/20 p-3 mb-2 opacity-50">
+                  <div key={idx} className="rounded-lg border border-default/50 bg-elevated/20 p-3 mb-2 opacity-60 cursor-pointer hover:opacity-80 hover:border-default transition-all" onClick={() => updateTask(idx, { state: 'pending' })} title="Click to restore">
                     <div className="flex justify-between">
                       <div className="text-[0.8125rem] text-muted-foreground line-through">{q.text}</div>
                       <span className="text-[10px] font-semibold uppercase tracking-wider text-muted-foreground">Skipped</span>
@@ -342,9 +342,10 @@ export function TaskLane({ questions, actions, sessionId, onSubmit, onClose, loa
                       </button>
                       <button
                         onClick={() => updateTask(idx, { state: 'skipped' })}
-                        className="flex items-center gap-1 rounded-md px-2.5 py-1.5 text-[0.75rem] text-muted-foreground hover:text-heading"
+                        className="p-1.5 rounded-md text-muted-foreground hover:text-heading hover:bg-elevated/50 transition-colors"
+                        title="Skip this question"
                       >
-                        <SkipForward size={11} /> Skip
+                        <SkipForward size={13} />
                       </button>
                     </div>
                   )}
@@ -357,7 +358,7 @@ export function TaskLane({ questions, actions, sessionId, onSubmit, onClose, loa
         {/* ── Checks Section ── */}
         {actionTasks.length > 0 && (
           <section>
-            <div className="sticky top-0 z-10 bg-sidebar pb-2">
+            <div className="sticky top-0 z-10 pb-2" style={{ background: 'var(--color-bg-page)' }}>
               <div className="flex items-center gap-2 text-[10px] font-semibold uppercase tracking-[1.2px] text-muted-foreground pl-0.5">
                 <span className="w-1.5 h-1.5 rounded-full bg-[#60a5fa]" />
                 Diagnostic Checks
@@ -401,10 +402,10 @@ export function TaskLane({ questions, actions, sessionId, onSubmit, onClose, loa
 
               if (a.state === 'done') {
                 return (
-                  <div key={idx} className="rounded-lg border border-success/20 bg-success-dim/20 p-3 mb-2 cursor-pointer hover:border-success/40 transition-colors" onClick={() => updateTask(idx, { state: 'active' })}>
-                    <div className="flex justify-between">
-                      <div className="text-[0.8125rem] font-medium text-heading">{a.label}</div>
-                      <span className="text-[10px] font-semibold uppercase tracking-wider text-success">✓ Done</span>
+                  <div key={idx} className="rounded-lg border-l-[3px] border-l-success border border-success/25 bg-success-dim/30 p-3 mb-2 cursor-pointer hover:border-success/40 transition-colors" onClick={() => updateTask(idx, { state: 'active' })}>
+                    <div className="flex items-center gap-1.5">
+                      <Check size={12} className="text-success shrink-0" />
+                      <span className="text-[0.8125rem] font-medium text-foreground flex-1">{a.label}</span>
                     </div>
                   </div>
                 )
@@ -412,7 +413,7 @@ export function TaskLane({ questions, actions, sessionId, onSubmit, onClose, loa
 
               if (a.state === 'skipped') {
                 return (
-                  <div key={idx} className="rounded-lg border border-default/50 bg-elevated/20 p-3 mb-2 opacity-50">
+                  <div key={idx} className="rounded-lg border border-default/50 bg-elevated/20 p-3 mb-2 opacity-60 cursor-pointer hover:opacity-80 hover:border-default transition-all" onClick={() => updateTask(idx, { state: 'pending' })} title="Click to restore">
                     <div className="flex justify-between">
                       <div className="text-[0.8125rem] text-muted-foreground line-through">{a.label}</div>
                       <span className="text-[10px] font-semibold uppercase tracking-wider text-muted-foreground">Skipped</span>
@@ -464,24 +465,19 @@ export function TaskLane({ questions, actions, sessionId, onSubmit, onClose, loa
                       </div>
                     </div>
                   ) : (
-                    <div className="mt-2 flex flex-col sm:flex-row items-stretch sm:items-center gap-2">
+                    <div className="mt-2 flex items-center gap-2">
                       <button
                         onClick={() => updateTask(idx, { state: 'active' })}
-                        className="flex items-center justify-center gap-1 rounded-md border border-accent/40 bg-accent-dim/30 px-2.5 py-1.5 text-[0.75rem] font-medium text-accent-text hover:bg-accent-dim/50 transition-colors"
+                        className="flex items-center gap-1 rounded-md border border-accent/40 bg-accent-dim/30 px-2.5 py-1.5 text-[0.75rem] font-medium text-accent-text hover:bg-accent-dim/50 transition-colors"
                       >
-                        <Clipboard size={11} /> Paste Result
-                      </button>
-                      <button
-                        onClick={() => updateTask(idx, { state: 'active' })}
-                        className="flex items-center justify-center gap-1 rounded-md border border-default bg-elevated/50 px-2.5 py-1.5 text-[0.75rem] font-medium text-heading hover:bg-elevated transition-colors"
-                      >
-                        Type Answer
+                        <Clipboard size={11} /> {a.command ? 'Paste Output' : 'Answer'}
                       </button>
                       <button
                         onClick={() => updateTask(idx, { state: 'skipped' })}
-                        className="flex items-center justify-center gap-1 rounded-md px-2.5 py-1.5 text-[0.75rem] text-muted-foreground hover:text-heading"
+                        className="p-1.5 rounded-md text-muted-foreground hover:text-heading hover:bg-elevated/50 transition-colors"
+                        title="Skip this check"
                       >
-                        <SkipForward size={11} /> Skip
+                        <SkipForward size={13} />
                       </button>
                     </div>
                   )}
@@ -495,19 +491,24 @@ export function TaskLane({ questions, actions, sessionId, onSubmit, onClose, loa
       {/* Footer */}
       <div className="p-3 border-t border-default shrink-0">
         {/* Progress bar */}
-        <div className="flex gap-1 mb-2">
-          {tasks.map((t, i) => (
-            <div
-              key={i}
-              className={cn(
-                'flex-1 h-[3px] rounded-full',
-                t.state === 'done' ? 'bg-success' :
-                t.state === 'skipped' ? 'bg-muted' :
-                t.state === 'active' ? 'bg-accent' :
-                'bg-elevated'
-              )}
-            />
-          ))}
+        <div className="flex items-center gap-2 mb-2">
+          <div className="flex gap-1 flex-1">
+            {tasks.map((t, i) => (
+              <div
+                key={i}
+                className={cn(
+                  'flex-1 h-[5px] rounded-full transition-colors',
+                  t.state === 'done' ? 'bg-success' :
+                  t.state === 'skipped' ? 'bg-muted-foreground/30' :
+                  t.state === 'active' ? 'bg-accent' :
+                  'bg-border-default'
+                )}
+              />
+            ))}
+          </div>
+          <span className="text-[0.625rem] font-medium text-muted-foreground tabular-nums shrink-0">
+            {handledCount}/{totalCount}
+          </span>
         </div>
         {/* Collapsible preview */}
         {anyHandled && (
diff --git a/frontend/src/index.css b/frontend/src/index.css
index 2fb1f923..8405b22f 100644
--- a/frontend/src/index.css
+++ b/frontend/src/index.css
@@ -82,6 +82,7 @@
   --animate-fade-in: fade-in 200ms ease-out both;
   --animate-fade-in-up: fade-in-up 200ms ease-out both;
   --animate-slide-in-left: slide-in-from-left 200ms ease-out;
+  --animate-slide-in-right: slide-in-from-right 200ms ease-out both;
   --animate-slide-in-bottom: slide-in-from-bottom 200ms ease-out both;
   --animate-scale-in: scale-in 150ms ease-out both;
   --animate-fade: fadeIn 300ms ease both;
@@ -95,6 +96,9 @@
   @keyframes slide-in-from-left {
     from { transform: translateX(-100%); } to { transform: translateX(0); }
   }
+  @keyframes slide-in-from-right {
+    from { opacity: 0; transform: translateX(16px); } to { opacity: 1; transform: translateX(0); }
+  }
   @keyframes slide-in-from-bottom {
     from { opacity: 0; transform: translateY(16px); } to { opacity: 1; transform: translateY(0); }
   }